Category: 41175-50-2

Reference of 41175-50-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. A new synthetic method of this compound is introduced below.

Under Argon, fresh distilled DMF (2.8 mL) was added dropwise toPOCl3 (2.8 mL) at room temperature and stirred for 30 min to yield ared solution. Then a portion of 2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol (3.15 g, 16.64 mmol, dissolved in 10 mL DMF) wasadded dropwise to the above solution and a scarlet suspension wasyielded. The mixture was stirred at room temperature for 30 min and80 C for 30 min until the reaction was completed, then the reactionmixture was poured into 150 mL of ice water. NaOH solution (20%)was added to adjust the pH to 6 and continue stirred for 2 h, and alarge amount of precipitate was obtained. The crude product was purifiedby flash column chromatography (PE:EA = 20:1, v/v) to give theproduct as a brown solid (2.50 g, yield: 69.1%). 1H NMR (500 MHz,CDCl3) delta 11.80 (s, 1H), 9.36 (s, 1H), 6.82 (s, 1H), 3.27 (m, 4H), 2.66 (t,J = 6.4, 6.4 Hz, 4H), 1.92 (q, J = 6.0, 6.0, 5.9 Hz, 4H). 13C NMR(126 MHz, CDCl3) delta 191.66, 159.41, 149.58, 131.25, 113.68, 110.75,105.35, 50.40, 50.04, 27.32, 21.77, 20.68, 19.75.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Article; Gan, Yabing; Li, Haitao; Liu, Meiling; Yao, Shouzhuo; Yin, Guoxing; Yin, Peng; Yu, Ting; Zhang, Youyu; Zhou, Li; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 241; (2020);,
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Application of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To 10 mL DMF at 0oC was added dropwise POCl3 (1.73 mL, 18.5 mmol). The solution was stirred at 0oC for 15 min and then a solution of 3 (3.190 g, 16.9 mmol) in 11 mL DMF was added. The reaction was allowed to be stirred overnight at 0oC to rt. After that the reaction mixture was stirred at 0oC for 0.5 h and quenched by 10 mL water. After stirring for 15 min at rt, the reaction mixture was extracted with EtOAc and washed with water. The organic phase was dried over MgSO4 and evaporated under reduced pressure. The afforded syrup was subjected to flash chromatography purification (hexanes:EtOAc:CHCl3, 6:1:1) to give the product as a purple solid (3.080 g, yield: 84%). 1H NMR (400 MHz, CDCl3) d 11.79 (s, 1 H), 9.35 (s, 1 H), 6.82 (s, 1 H), 3.25 (m, 4 H), 2.66 (m, 4 H), 1.91 (m, 4 H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Songbai; Wang, Wu-Hong; Dang, Ya-Li; Fu, Yuanqing; Sang, Ruocheng; Tetrahedron Letters; vol. 53; 32; (2012); p. 4235 – 4239;,
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Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, name: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, blongs to alcohols-buliding-blocks compound. name: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

Method A – From US 3,932,415 7,7′-Methylenebis(2,3,6,7-tetrahydrobenzo[i,j]quinolizine-8,8′-diol)Hydrochloric acid (0.8 cm3, 32%) was added drop wise to a solution of 8-hydroxyjulolidine (3.00 g, 15.9 mmol) in methanol (16 cm3) at 5C. Formalin (0.593 cm3, 40% in water) was then added to the reaction and the resulting mixture was allowed to stand overnight at 5C. The mixture was then poured into water (50 cm3) before being neutralised with a saturated solution of sodium bicarbonate. The mixture was extracted with chloroform (3 x 40 cm3), the combined extracts were dried over sodium sulphate, filtered and the solvent removed under reduced pressure. Column chromatography (3:7 ethyl acetate/hexane) gave the target material as a colourless solid (2.11 g, 68%).deltaH (250 MHz, CDCI3): 6.68 (2H, s, CH), 3.64 (2H, s, CH2), 3.00 (8H, t, J1 = 6 Hz, CH2), 2.67 (4H, J1 = 6 Hz, CH2), 2.60 (4H1 1, J2 = 7 Hz1 CH2), 1.97 – 1.90 (8H, m, CH2); deltac (100 MHz, CDCI3): 149.3, 142.7, 127.6, 114.6, 114.5, 108.5, 50.2, 49.4, 30.9, 27.0, 22.5, 21.7, 21.2; vmax (KBr)/cm 1: 3431 , 2927, 2853, 2842, 1618, 1494, 1450, 1350, 1332, 1310, 1281 , 1270, 1153, 1132; m/z (ESI): 389.3 (100%, [M-H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, and friends who are interested can also refer to it.

Reference:
Patent; WISTA LABORATORIES LTD.; CLUNAS, Scott; STRORY, John, Mervyn, David; RICKARD, Janet, Elizabeth; HORSLEY, David; HARRINGTON, Charles, Robert; WISCHIK, Claude, Michel; WO2010/67078; (2010); A2;,
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Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 41175-50-2, blongs to alcohols-buliding-blocks compound. Recommanded Product: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

General procedure: Fast Black K Salt hemi(zinc chloride) salt (dye content ~30%) (1.5 g, 1.08 mmol, 1.2equiv.) was dissolved in a mixture of NaOAc buffer (0.1 M, pH 4.0) and MeCN (1 : 1,v/v, 8 mL). The resulting mixture was stirred at rt for 10 min, then sonicated to get near complete solubilization. In another round-bottom flask, the functionalized N,Ndisubstituted aniline (0.9 mmol, 1.0 equiv.) was dissolved in MeCN (2 mL) and cooled to 0 C. The diazonium salt solution was directly filtrated and added to this tertiary aniline and the resulting mixture was stirred at rt for 2 h. The fine precipitate newly formed was recovered by filtration and washed twice with a mixture of deionized water and MeCN (1: 1, v/v). The resulting solid was then dried by lyophilization to afford the BHQ-2 derivative as an amorphous dark purple solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Article; Chevalier, Arnaud; Renard, Pierre-Yves; Romieu, Anthony; Tetrahedron Letters; vol. 55; 50; (2014); p. 6764 – 6768;,
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Reference of 41175-50-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To 15.0 mL anhydrous DMF was added dropwise POCl3 (0.9 mL, 9.2 mmol) under an atmosphere of argon at 0 C. The mixture was stirred at 0 C for 1h. A solution of compound 7 (1.6 g, 7.6 mmol) in anhydrous DMF (5.0 mL) was added in portions and then the reaction was allowed to be stirred at 0 C to room temperature for 32 h. Saturated salt solution (25 mL) was added and the reaction mixture extracted with EA. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product was purified by column chromatography (PE:EA, 10:1) as a brown powder compound 8 (1.3 g, yield: 78.8%). 1H NMR (400 MHz, CDCl3), delta ppm: 9.42 (s, 1H), 7.30 (s, 1H), 6.89 (s, 1H), 3.33-3.32 (m, 4H), 2.72 (s, 4H), 1.98 (s, 4H); HRMS (ESI) calcd. for C13H16N1O2 [M+H]+: 218.1776, found 218.1208.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Article; Afzal, Muhammad Wasim; Chen, Xi; Gao, Ying; Guo, Yuan; James, Tony D.; Tang, Haoyang; Teng, Hao; Tian, Jingye; Zhang, Yanhui; Chinese Chemical Letters; (2020);,
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Electric Literature of 41175-50-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, molecular weight is 189.2536, as common compound, the synthetic route is as follows.

A mixture of 8-hydroxyjulolidine (300 mg, 1.59 mmol) and ethyl 4-chloroacetoacetate (260 ul, 1.90 mmol) was stirred at ?90 C. under argon atmosphere. To this mixture was added a solution of aluminum chloride (420 mg, 3.2 mmol) in nitrobenzene (5 ml) and the whole reaction mixture was stirred at ?130 C. for 3 hours. After the reaction mixture was cooled to room temperature, it was purified by column chromatography over silica gel eluting first with 5% ethyl acetate in hexane and then with chloroform to obtain the desired product as a yellow-brown solid (200 mg, 43% yield). TLC: Rf=0.56 (silica gel, 1:1 hexane/ethyl acetate). 1NMR (DMSO-d6): chemical shift (ppm) 7.21 (s, 1H, ArH), 6.15 (s, 1H, ArH), 4.86 (s, 2H, CH2), 3.28-3.25 (m, 4H, CH2), 2.76-2.69 (m, 4H, CH2), 1.90-1.87 (m, 4H, CH2). absorption maximum: 405 nm in methanol, emission maximum: 493 nm in methanol. MS: m/e 290.20.

The chemical industry reduces the impact on the environment during synthesis 41175-50-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Life Technologies Corporation; Kang, Hee Chol; Gee, Kyle; Johnson, Iain; Janes, Michael; US8981100; (2015); B2;,
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Related Products of 41175-50-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Phosphorous oxychloride (2.7 mL, 4.4 g, 29 mmol) was added dropwise in flask containing 10 mL DMF for a period of 15 min at 4 C. A solution of 8-hydroxyjulolidine 7 (5.15 g,26.9 mmol) in DMF (5 mL) was then added dropwise to the complex over period of 10 min. When the addition was complete,the reaction was stirred at room temperature for 30 min,and then heated at 100 C for 30 min. After cooling to room temperature, 30 mL of water was added to the stirred dark solution. The aqueous mixture was stirred for 1.5 h resulting in the formation of a blue-green precipitate. The precipitate was isolated by filtration, washed with water and dried. The crude product was purified by column chromatography on silica gel(Toluene/EtOAc, 2:1) Yield = 94 %, m.p. 73-74 C

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Article; Chemate, Santosh B.; Sekar, Nagaiyan; Journal of Fluorescence; vol. 25; 6; (2015); p. 1615 – 1628;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

General procedure: To a solution of aldehyde 4a (200 mg, 0.391 mmol) in propionic acid was added 8-hydroxyjulolidine (148 mg, 0.782 mmol, 2 equiv) and PTSA (7 mg, 0.039 mmol, 0.1 equiv). The solution was protected from light and stirred at room temperature overnight. To the brown mixture was added a solution of chloranil (95 mg, 0.391 mmol, 1 equiv) in DCM (10 mL), the reaction turned dark and was allowed to stir overnight at room temperature. The dark purple solution was evaporated to dryness, dissolved in DCM and washed with a saturated solution of NaHCO3. The organic phase was dried over MgSO4, filtrated, and evaporated. The crude was purified by column chromatography on silica gel (gradient of 100% DCM to 9/1 DCM/methanol) to obtain 222 mg of 5a (61%) as a purple solid after lyophilization (from dioxane/water: 1/1). 1H NMR (300 MHz, CDCl3): delta 8.85 (s, 1H, NH), 8.54-8.52 (m, 1H, HPy), 7.88 (s, 1H, CH triazole), 7.68 (t, J=7.3 Hz, 1H, HPy), 7.24 (t, J=6.2 Hz, 1H, HPy), 7.13 (d, J=7.8 Hz, 1H, HPy), 6.99 (d, J=8.0 Hz, 1H, Ha), 6.93 (s, 2H, H7), 6.85-6.82 (m, 2H, Hb, Hc), 5.59 (s, 2H, NCH2Py), 4.77 (s, 2H, OCH2CON), 4.60 (d, J=5.6 Hz, 2H, CH2NCO), 4.28 (s, 4H, CH2COOMe), 3.76 (s, 6H, OMe), 3.52 (dt, J=10.9, 5.5 Hz, 8H, H1, H4), 3.03 (t, J=6.3 Hz, 4H, H6), 2.84-2.67 (m, 4H, H3), 2.15-2.07 (m, 4H, H5), 2.00-1.97 (m, 4H, H2). 13C NMR (75 MHz, CDCl3): delta 172.20 (CO ester), 168.31 (CO amide), 154.89, 154.67, 152.48, 151.21, 149.82, 149.36 (CHPy), 145.90, 141.17, 138.00 (CHPy), 127.33 (C7), 126.22, 123.86, 123.77 (Cb or Cc), 123.61 (CH triazole), 123.56 (CHPy), 122.62 (CHPy), 119.42 (Ca), 115.83 (Cb or Cc), 113.05, 105.37, 68.55 (OCH2CON), 55.33 (NCH2Py), 53.91 (CH2COOMe), 52.34 (OMe), 51.20 (C1 or C4), 50.66 (C1 or C4), 35.28 (CH2NCO), 27.79 (C3), 20.93 (C2), 20.18 (C6), 20.04 (C5). MS (ES+), calcd for C48H51N8O7+ [M]+ 851.4, found 851.4. HRMS (ES+), calcd for C48H51N8O7+ [M]+ 851.3875, found 851.3901.

With the rapid development of chemical substances, we look forward to future research findings about 41175-50-2.

Reference:
Article; Collot, Mayeul; Lasoroski, Aurelie; Zamaleeva, Alsu I.; Feltz, Anne; Vuilleumier, Rodolphe; Mallet, Jean-Maurice; Tetrahedron; vol. 69; 48; (2013); p. 10482 – 10487;,
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Electric Literature of 41175-50-2 , The common heterocyclic compound, 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of aldehyde 7 (300 mg, 0.428 mmol) in propionic acid (5 mL) was added 8-hydroxyjulolidine (161 mg, 0.856 mmol, 2 eq) and PTSA (8 mg, 0.042 mmol, 0.1 eq). The solution was protected from light and stirred at room temperature overnight. To the brown mixture was added a solution of chloranil (103 mg, 0.428 mmol, 1 eq) in DCM (10 mL), the reaction turned dark and was allowed to stir overnight at room temperature. The dark purple solution was evaporated to dryness. The residue was purified by column chromatography on silica gel (gradient of 100% DCM to 9/1 DCM/Methanol) to obtain 130 mg of 8 (30%) as a purple solid after lyophilisation (dioxane/water: 1/1). Rf=0.32 (DCM/MeOH, 9/1). 1H-NMR (300 MHz, CDCl3): delta 7.84 (d, J = 8.1 Hz, 1H, H Ar), 7.06 (d, J = 7.9, 1H, H Ar), 6.97-6.86 (m, 5H, H Ar, H7), 6.71 (d, J = 2.9 Hz, 1H, H Ar), 4.47-4.40 (m, 4H, CH2O), 4.21 (s, 4H, NCH2COOMe), 4.11 (s, 4H, NCH2COOMe), 3.87 (t, J = 6.1 Hz, 2H, CH2O), 3.67 (s, 6H, 2 OMe), 3.56 (m, 14H, 2 OMe, H1, H4), 3.11 (d, J = 7.0 Hz, 2H, CH2N3), 3.04 (t, J = 6.3 Hz, 4H, H6), 2.75 (q, J = 6.2 Hz, 4H, H3), 2.13-2.10 (m, 4H, H5), 2.00 (t, J = 5.5 Hz, 4H, H2), 1.49-1.34 (m, 4H, CH2), 1.19-1.03 (m, 4H, CH2). 13C-NMR (75 MHz, CDCl3): delta 171.97 (CO ester), 171.56 (CO ester), 153.04 (C Ar), 152.74 (C Ar), 152.31 (C Ar), 152.09 (C Ar), 151.02 (C Ar), 150.43 (C Ar), 144.79 (C Ar), 139.41 (C Ar), 138.16 (C Ar), 132.61 (C Ar), 128.20 (CH Ar), 127.15 (CH Ar), 126.33 (CH Ar), 123.34 (C Ar), 122.64 (CH Ar), 122.61 (CH Ar), 121.91 (CH Ar), 119.54 (CH Ar), 113.89 (C Ar) (CH Ar), 113.43 (C Ar), 113.35 (C Ar), 105.16 (C Ar), 69.10 (CH2O), 67.70 (CH2O), 67.19 (CH2O), 53.66 (NCH2COOMe), 53.52 (NCH2COOMe), 51.73 (4 OMe), 51.16 (CH2N3), 50.97 (C1 or C4), 50.52 (C1 or C4), 28.82 (CH2), 28.73 (CH2), 27.72 (C3), 26.26 (CH2), 25.52 (CH2), 20.83 (C2), 20.00 (C6), 19.85 (C5). MS (ES+), calcd for C57H68N7O12 [M]+ 1042.5, found 1042.9. HRMS (ES+), calcd for C57H68N7O12 [M]+ 1042.4920, found 1042.4949.

The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Paris Sciences et Lettres – Quartier Latin; Mallet, Jean-Maurice; Collot, Mayeul; EP2878602; (2015); A1;,
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Electric Literature of 41175-50-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. This compound has unique chemical properties. The synthetic route is as follows.

8-Hydroxyjulolidine (1.4 g, 7.2 mmol) and 3-formyl benzoic acid (500 mg, 3.6 mmol) are mixed with 60% aqueous sulfuric (40 mE) and stirred at 150 C. for 24 hours under air atmosphere. The reactionmixture is addedto ice (100 g), after which 60% NaOH is careffilly added to pH 6-7, precipitating the crude product. The crude product is extracted between DCM and watet The organic phase is separated, and washed with brine. The organic solvent is removed and the final products are dried by evaporating with EtOH and toluene 5 times to yield 1.7 g 3-acid product (94% yield). Purity as determined by HPEC is 95%. MS (ESI) [M+]=491.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Patent; Pharmacophotonics, Inc.; Bremberg, Ulf; Ringberg, Erik; Berts, Wei; De Belder, Anthony; Strickland, James S.; US9169398; (2015); B2;,
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