Tag: M.W=100-200

Reference of 3236-48-4 ,Some common heterocyclic compound, 3236-48-4, molecular formula is C8H16O2, 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.

Synthesis ofDIPP-CDM : Anhydrous Na2C03 (8.54 g) was dried in a 250 mL flask for 1.5 h at 180 °C under vacuum. The flask was cooled and flushed with N2. Then, CDM (5.76 g, 40 mmol) and [Ir(cod)Cl]2 (0.97 g) were added. The mixture was dried using several nitrogen- vacuum purging cycles. Then, 24 mL IPPA and 40 mL toluene were added. The mixture was heated at 100 °C. Six hours later, the mixture was cooled and diluted with ether, filtered, and dried under vacuum. The residue was extracted with hexane. Hexane was removed by rotary evaporation. DIPP-CDM (2.7 g) was (0423) recrystallized from ACN twice and dried under vacuum. (0424) The synthesis was confirmed by high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR). It is notable that the acid sensitivity of DIPP-CDM prevents its detection when trifluoro acetic acid, a common HPLC additive, was present in the eluent. Signals of DIPP-CDM were also not observed when CDC13 was used as an NMR solvent, since CDC13 can react with light and oxygen to form phosgene and DC1. It is notable that DIPP was so acid sensitive that DIPP hydrolyzed completely in the silica column even in the presence of triethylamine. In addition, the polarity of DIPP and the transacetate side product during the reaction (such as mono- ester and di-ester substituted compounds) are so similar that they come off of a basic aluminum oxide column together rapidly, leading to the failure of purification. (0425) DIPP-CDM was also purified by column chromatography (CombiFlash® Rf, 100 g HP CI 8, Teledyne Isco, Lincoln, NE, USA). To prevent the hydrolysis of monomer in H20/ACN, 0.1percent TEA was added. C18 column chromatography yielded a higher quantity of polymerization grade monomer (6.8g, 75 wtpercent) than did recrystallization (30 wtpercent). The chemical shifts in the NMR spectra of DIPP-CDM were assigned as below (C6D6 as NMR solvent, Cambridge Isotope Laboratories, Inc., Tewksbury, MA, USA): 1H NMR (C6D6, ppm, 400 MHz): delta 3.93-3.88 (d, = 9.0 Hz, 4H), 3.38-3.35 (d, = 6.65 Hz, 4H), 1.81 (s, 6H), 1.79-1.73 (d, = 6.65 Hz, 4H), 1.61-1.47 (m, 2H), 0.93-0.81 (m, 4H) 13C NMR (C6D6, ppm, 400 MHz): delta 159.88, 80.93, 72.48, 37.51, 29.18, 20.77.

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. 3236-48-4, trans-1,4-Cyclohexanedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHILDREN’S MEDICAL CENTER CORPORATION; KOHANE, Daniel, S.; GUO, Shutao; (110 pag.)WO2017/189953; (2017); A1;,
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Application of 349-75-7, 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

Preparation No.23: Synthesis of 2-Fluoro-4-(3-(trifluoromethyl)benzyloxy)benzonitrile; In a 1 L round-bottomed flask, DIAD (14.31 mL, 72.7 mmol) and tnphenylphosphme (19.07 g, 72 7 mmol) m THF (200 mL) were stirred for about 5 mm under nitrogen and cooled to about 0 C. 2-Fluoro-4-hydroxybenzonitrile (6.65 g, 48.5 mmol) was added to give a dark orange solution. The mixture was stirred about an additional 5 mm and then 3-(t?fluoromethyl)benzyl alcohol (7.26 mL, 53 3 mmol) m THF (50 mL) was added. The mixture was stirred overnight at ambient temperature then evapoiated to dryness. The solid was purified on a Combiflash Companion XL system using a 330 g Redi-Sep silica gel column using the following gradient: A: Heptane; B: Ethyl acetate, 10 to 100 %B over 7 column volumes. NMR indicated the presence of t?phenyl phosphme oxide and reduced DIAD. The iesidue was triturated with light petroleum ether (250 mL) for 1 hour, filtered and the solid dried under vacuum overnight. This gave 2-fluoro-4-(3- (t?fluoromethyl)benzyloxy)benzomt?le (9.31 g, 31.2 mmol, 99%). 1H NMR (400 MHz, DMSO- Cl6): delta 7.91 – 7.83 (m, 2H), 7 78 (d, J = 7.7, IH), 7.74 (d, J = 7.8, IH), 7.66 (t, J = 7.7, IH), 7.30 (dd, J = 2.4, 11.9, IH), 7.09 (dd, J = 2.4, 8.8, IH), 5.34 (s, 2H). (Table 2, Method b) Rt = 1.60 mm; MS m/z: 294.04 (M-H) .

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 349-75-7, (3-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; ABBOTT LABORATORIES; HARRIS, Christopher, M.; HOBSON, Adrian, D.; WILSON, Noel, S.; WO2010/93704; (2010); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7N3O

To a solution of 2-(4-((1,3-dihydro-2-benzofuran-5-yl)oxy)piperidin-1-yl)-3,4,6-trimethyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (122 mg, 0.31 mmol) in THF (3 mL) was added LDA (2 M in THF, 0.47 mL, 0.93 mmol) at -78 C. under an atmosphere of nitrogen. After 15 min, a slurry of 1H-benzo[d][1,2,3]triazol-1-yl)methanol (92 mg, 0.62 mmol) in THF (0.5 mL) was added to the reaction at -78 C. and the reaction was aged for 1 h at this temperature. The reaction was quenched with saturated aqueous ammonium chloride and extracted with EtOAc (2×). The combined organic extracts were washed with water (2×), brine, dried (anhydrous sodium sulfate), filtered, and concentrated. The material was purified by silica gel chromatography (10-40% 3:1 EtOAc:EtOH with 1% NH4OH modifier in hexanes) to yield the racemate. The title compounds were resolved by chiral SFC (AD-H column, 40% isopropanol/CO2) to afford isomer 337A (faster eluting, S-isomer): MS: 424 (M+1). 1H NMR (400 MHz, CDCl3): delta 7.15 (1H, d, J=8.0 Hz), 6.82-6.89 (2H, m), 5.06-5.09 (4H, m), 4.20-4.27 (2H, m), 3.62-3.65 (2H, m), 3.48 (2H, br s), 3.11 (5H, br s), 2.64 (3H, s), 2.23 (3H, s), 2.14 (2H, m), 1.99 (2H, m). Isomer 337B (slower eluting, R-isomer): MS: 424 (M+1). 1H NMR (400 MHz, CDCl3): delta 7.86 (1H, s), 7.71 (1H, s), 6.71 (1H, d, J=9.02 Hz), 4.38 (1H, s), 4.32 (1H, s), 4.19 (2H, br s), 3.90 (3H, d, J=2.29 Hz), 3.80 (1H, t, J=9.41 Hz), 3.53 (4H, br s), 3.14 (4H, br s), 2.31 (3H, s), 2.11 (2H, br s), 1.94 (2H, br s).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 28539-02-8, 1-(Hydroxymethyl)benzotriazole.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
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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 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 68327-04-8

H) 6- (2-fluoro-4- ( lH-pyrazol-l-yl ) benzyl ) -2- ( (1S,2S) -2- hydroxycyclopentyl ) -4 , 5-dimethylisoindolin-l-on.e A solution of methyl 5- (2-fluoro-4- ( lH-pyrazol-1- yl) benzyl) -2-formyl-3, 4-dimethylbenzoate (0.17 g) , (lS,2S)-2- aminocyclopentanol hydrochloride (0,06 g) , triethylamine (0.06 mL) and anhydrous magnesium sulfate (0.10 g) in THF (3.40 mL) was stirred at room temperature for 10 hr. The insoluble substance was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was diluted with methanol (3.40 mL) and THF (3.40 mL) , sodium triacetoxyborohydride (0.19 g) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.07 g) . XH NMR (300 MHz, DMSO-d6) delta 1.45-1.60 (1H, m) , 1.62-1.79 (3H, m) , 1.80-1.98 (2H, m) , 2.24 (3H, ‘s), 2.25 (3H, s), 4.08-4.29 (4H, m),.4.39 (2H, s) , 4.88 (1H, d, J = 4.9 Hz), 6.52-6.58 (1H, m) , 7.15 (1H, t, J = 8.4 Hz), 7.23 (1H, s) , 7.63 (1H, dd, J = 8.3, 2.1 Hz), 7.68-7.77 (2H, m) , 8.52 (1H, d, J = 2.5 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 68327-04-8.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMADA, Masami; SUZUKI, Shinkichi; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; KAMATA, Makoto; WO2015/163485; (2015); A1;,
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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. 495-76-1, name is Benzo[d][1,3]dioxol-5-ylmethanol, molecular formula is C8H8O3, 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. category: alcohols-buliding-blocks

(2S,3R)-3-(2-(benzo[d] [l,3]dioxol-5-yl)ethyl)-4-oxo-l- (phenylcarbamoyl)azetidine-2-carboxylic acid (35): Compound 35 was synthesized by general method A (step 1) using 5-(2-bromoethyl)benzo[d][l,3] dioxole as the electrophile instead of 4-bromomethyl-2-bis-Boc-aminopyridine. The starting 5- (bromomethyl)benzo[Patent; DAIAMED, INC.; WO2006/108039; (2006); A2;,
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Related Products of 35106-82-2 ,Some common heterocyclic compound, 35106-82-2, molecular formula is C9H10O, 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.

General procedure: To a solution of the corresponding alkene (0.75 mmol) and (R)-1-phenylpent-4-en-3-ol (363 mg,2.2 mmol, 3.0 equiv) in CH2Cl2 (4 mL) was added Grubbs catalyst 2nd generation (6 mg, 7.5 mumol,0.01 equiv). The mixture was refluxed for 6 hours under an Ar atmosphere. After cooling, the reactionmixture was condensed its volume to 1 mL under the reduced pressure and the mixture wascharged directly on silica gel column chromatography to purify the corresponding cross-metathesisproduct.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35106-82-2, its application will become more common.

Reference:
Article; Ida, Akiko; Kitao, Kazuyuki; Hoshiya, Naoyuki; Uenishi, Jun’ichi; Tetrahedron Letters; vol. 56; 15; (2015); p. 1956 – 1959;,
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Application of 16308-92-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 16308-92-2 as follows.

General procedure: In a 5 ml glass flask, catalyst (10 mg, containing 0.2 mol% Pd), alcohol(0.5 mmol), K2CO3 (104 mg, 0.75 mmol) and H2O or toluene(2 mL) were added and reaction mixture was stirred continuously at90 C for the desired time under O2 atmosphere (from a balloon). Then,in the case of water as solvent, products were extracted with ethylacetate and the catalyst was recovered by an external magnet. Yields ofdesired products were determined by gas chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16308-92-2, its application will become more common.

Reference:
Article; Gholinejad, Mohammad; Afrasi, Mahmoud; Nikfarjam, Nasser; Najera, Carmen; Applied Catalysis A: General; vol. 563; (2018); p. 185 – 195;,
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Related Products of 56239-26-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 56239-26-0 as follows.

90 mg (0.59 mmol) of cis 4-amino-cyclohexanol hydrochloride were dissolved in 10 ml dimethyl acetamide and 59.3 mg (1.48 mmol) of sodium hydride (60percent) were added. After stirring 30 minutes at room temperature, a solution of 200 mg (0.49 mmol) of 7- benzylsulfanyl-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (126) in 20 ml of dimethyl acetamide was added and the mixture was stirred at 80 0C for 1 h, then at 130 0C for 3 h. Another 1.2 equivalents of cis 4-amino-cyclohexanol hydrochloride and 2.5 equivalents of sodium hydride were added and the temperature was increased to 160 0C. After 8h the solution is cooled down to room temperature and the solvent is removed under reduced pressure. The residue is dissolved in dichloromethane, washed with water and dried with magnesium sulfate. After evaporation of the solvent and purification by preparative HPLC, the title compound was isolated as trifluoroacetate. R1 = 1.18 min (Method C). Detected mass: 501.6 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56239-26-0, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; WO2007/12422; (2007); A1;,
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Application of 6850-65-3, 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. 6850-65-3, name is 4-Aminocyclohexan-1-ol(isomers mixture), molecular formula is C6H13NO, 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.

Step A: Tert-butyl 4-hydroxycyclohexylcarbamate. To a solution of 4-aminocyclohexanol (23 g, 0.2 mol) and Et3N (60 g, 0.6 mol) in THF (230 mL) was added (Boc)20 (87 g, 0.4 mol). The resulting solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with water (2 x 200 mL) and brine (200 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified by column chromatography on silica gel using DCM/ MeOH (V:V, 20: 1 ) to afford the desired product as a white solid. MS: 216.2 (M+l )+.

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 6850-65-3, 4-Aminocyclohexan-1-ol(isomers mixture).

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; CAI, Zhenwei; CUI, Dawei; ZHOU, Ding; WO2015/10297; (2015); A1;,
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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. 4170-90-5, name is Mesitylmethanol. A new synthetic method of this compound is introduced below., SDS of cas: 4170-90-5

General procedure: To a stirred mixture of Ph2PCl (6.0mmol), NaI (6.0 mmol) and anhydrous CH3CN (5 mL) was added alcohol 2 (1.0 mmol) at room temperature under argon atmosphere. The reaction mixture was stirred at 80 C in oil bath for 12 h. When the reaction temperature was cooled to room temperature, aqueous Na2S2O3 (2.0 mL) was added to the reaction mixture, and stirred for another 10 minutes. The organic layer was extracted with dichloromethane, washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to obtain the corresponding phosphine sulfoxide.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 4170-90-5, Mesitylmethanol.

Reference:
Article; Ma, Yutao; Chen, Feng; Bao, Jifeng; Wei, Hao; Shi, Min; Wang, Feijun; Tetrahedron Letters; vol. 57; 23; (2016); p. 2465 – 2467;,
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