Month: March 2021

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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H10O3

Benzyl 2-hydroxyacetate (1246 mg), sodium sulfate (213 mg), and acetonitrile (16 mL) were placed in a 100 ml two-necked flask fitted with a magnetic stirrer, a dropping funnel and arefluxing condenser. 2,2-difluoro-2-(fluorosulfonyl)acetic acid (3.10 mL) was then added with stirring at 45C. After addition, the mixture was further stirred for 2 hours at this temperature. The reaction mixture was poured into 10% aqueous sodium carbonate solution (50 mL) and was extracted with EtOAc (2×50 mL). The combined extracts were washed with water (50 mL) and brine (50 mL), dried over sodium sulfate, and concentrated. The residue was purified by columnchromatography (silica gel, petroleum ether/EtOAc = 4:1) to afford the title compound (301 mg) as colorless oil. ?H NMR (500 MHz, CDC13): 7.41-7.33 (m, 5H), 6.36 (t, J= 73.2 Hz, 1H), 5.23 (s, 2H), 4.46 (s, 2H). ?9F NMR (376 MHz, CDC13): -86.0, -86.2. MS (El): C10H10F203 requires 216; found 216 [Mf.

With the rapid development of chemical substances, we look forward to future research findings about 30379-58-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); 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 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 764-48-7

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
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Related Products of 62285-58-9 ,Some common heterocyclic compound, 62285-58-9, molecular formula is C9H12O, 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.

Step B: Preparation of 3-(2,6-Dimethylbenzyloxy)acetophenone To a stirred solution of 3?-Hydroxyacetophenone (8.07 g, 59.24 mmol) and Triphenylphosphine (16.93 g, 64.5 mmol) in dry THF (180 ml) was added dropwise 2,6-Dimethylbenzyl alcohol (8.05 g, 59.24 mmol) and diethyl azodicarboxylate (11.24 g, 64.57 mmol) in dry THF (45 ml) and dry DMF (18 ml) at ambient temperature. After stifling for 1.5 hours at ambient temperature, the reaction mixture was diluted with ether and washed twice with water, 1N NaOH and brine, dried over Na2SO4, filtered and concentrated. The purification was done by flash chromatography on silica gel column (hex: ethyl acetate, 2:1) to provide the title compound. 1H NMR (270 MHz, CDCl3): 2.4 (s, 6H); 2.6 (s, 3H); 5.1 (s, 2H); 7.1 (dd, 2H); 7.2 (m, 2H); 7.4 (t, 1H); 7.6 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62285-58-9, its application will become more common.

Reference:
Patent; Wellstat Therapeutics Corporation; Sharma, Shalini; (66 pag.)US9133073; (2015); B2;,
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Related Products of 149104-89-2 ,Some common heterocyclic compound, 149104-89-2, molecular formula is C8H9BrO, 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.

Preparation of l-bromo-4-(bromomethyl)-2-methylbenzene [0164] To a solution of (4-bromo-3-methylphenyl)methanol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added PPh3 (39.4 g, 150.5 mmol) and CBr4 (49.9 g, 150.5 mmol) and the mixture was stirred for 2 hrs at room temperature. Water was added. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography to give l-bromo-4- (bromomethyl)-2-methylbenzene (34 g, 94percent). 1H NMR (400 MHz, CDC13) delta 7.94- 7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; PLATTNER, Jacob J.; WO2015/42532; (2015); A1;,
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Related Products of 6642-34-8 , The common heterocyclic compound, 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, molecular formula is C8H7BrO3, 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: In an oven dried round bottomed flask fitted with a rubber septum, were added alcohol 1 (100 mg, 0.31-0.53 mmol), alkyl acrylate (methyl, ethyl and tertiary butyl acrylate, or acrylo-nitrile) (1.55-2.67 mmol) and Cs2CO3 (0.62-1.07 mmol) followed by addition of toluene (2 mL) at room temperature under a nitrogen atmosphere. The stirred reaction mixture was heated in an oil bath at 50 C for 48 h. Progress of the Michael addition was monitored by TLC till the reaction is completed.GP-2 was followed to the alcohol 1f (100 mg, 0.43 mmol) with acrylonitrile (115 mg, 2.16 mmol) and Cs2CO3 (282 mg, 0.86 mmol) in toluene (2 mL) at room temperature under a nitrogen atmosphere. Then, the reaction mixture was heated in an oil bath at 50 C for 48 h.

The synthetic route of 6642-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gopi Krishna Reddy; Krishna; Satyanarayana; Tetrahedron Letters; vol. 53; 42; (2012); p. 5635 – 5640;,
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Adding a certain compound to certain chemical reactions, such as: 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, 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, Quality Control of 1H,1H,2H,2H-Nonafluoro-1-hexanol, blongs to alcohols-buliding-blocks compound. Quality Control of 1H,1H,2H,2H-Nonafluoro-1-hexanol

Maleic anhydride (17.2 g, 176 mmol), lH,lH,2H,2H,-perfluorohexanol (93.1 g, 353 mmol), /?-toluenesulfonyl hydroxide (/?-TsOH) (3.4 g, 17.6 mmol) and toluene (50OmL) were heated to reflux for 8 h. An additional amount ofp- TsOH (3.4 g, 17.6 mmol) was added after 4 h of reflux. The solution was stirred overnight at room temperature. The solution was diluted with ethyl acetate (50OmL) and washed three times with brine (25OmL each). The combined extracts were washed with a further washing of ethyl acetate (30OmL). The combined organics were dried over anhydrous MgStheta4 and concentrated to yield a colorless oil (85.8 g, 80% yield, 98% purity). The structure of the product was confirmed by 1H NMR and LC/MS as di(lH,lH,2H,2H-perfluorohexyl) maleate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; MURPHY, Peter, Michael; HEWAT, Tracy; WO2010/2623; (2010); A2;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. SDS of cas: 722-92-9

To a solution of 4( 1 hydroxy-1 rifluoromethyl2,2,24ritiuoroethyl)aniline (60mg, 0.232 mmol) in CH2CI2 (2 mL) were successively added at RT N,Ndiisopropylethylamine (80 pL, 0.463 mmol) and 2chlorobenzoyl chloride (41 pL, 0.324 mmd). The mixture was stirred for 3 h and concentrated under reduce pressure. The crude residue was directly purified by cdumn chromatography on siNca gel without any workup by hexane/AcOEt (812) to obt&n 65 mg (71percent) 0 SR987 as a white powder: FTR cm1 3338. 3028, 1643, 1521, 1410; 1254. 1219, 1188, 1112, 968, 944, 826; 1H NMR (400 MHz, MeODd4) S =797 (t, J = 1.8 Hz, 1 H), 7.91 7.86 (m, I H), 7.85 7.80 (m, 2 H), 7.75 7.70 (m, 2 H),7.63 7.58 (m, I H), 7.51 (t, J 7.8 Hz, 1 H); 13C NMR (101 MHz, MeODd4) S = 167.5,141.5, 138.2, 135.9, 133.1, 131.4, 129.0 (2C), 128.9, 128.5, 127.3 (2C), 121.7 Thereare tree carbons msshg for the descdpton of SR1078. They correspond to the three carbons of the (1 hydroxy- 1 trmuoromethy2 2 ,24fiuoroethy) moety. The fluodne coupng with these carbons gkte muWpets that are very dUflcuft to see on the ?3C spectrum even with a proonged number of scans. HRMS (ES) m/z [M+H] c&cd for C16H10CF6NO2, 398.0377; found, 398.0395; Mp = 170A72C.

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; GRIFFIN, Patrick; KAMENECKA, Theodore; CHANG, Mi, Ra; DOEBELIN, Christelle; (58 pag.)WO2017/79120; (2017); A1;,
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Synthetic Route of 115652-52-3, 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 115652-52-3 as follows.

8.3 [1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol (III-4) 1.4 g (II) are placed in 10 ml dioxane, first 3.6 ml diisopropylethylamine, then 1 g of 1-aminocyclopropanmethanol (see 8.2) are added. The reaction mixture is heated to 160 C. until there is no further reaction and after cooling evaporated down. The residue is treated with cyclohexane/ethyl acetate (8:2) in the ultrasound bath and the solid is suction filtered and dried. 1.24 g (III-4) are obtained as a solid. Analytical HPLC-MS (method A): RT=1.01 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Nickolaus, Peter; US2013/237527; (2013); A1;,
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Reference of 722-92-9, Adding some certain compound to certain chemical reactions, such as: 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol,molecular formula is C9H7F6NO, 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 722-92-9.

Example 500 2-Acetyl-5-(cyclopropylsulfamoyl)-N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-2,3-dihydro-1H-isoindole-1-carboxamide DIPEA (0.162 mL, 0.92 mmol) was added to 2-acetyl-5-(cyclopropylsulfamoyl)-2,3-dihydro-1H-isoindole-1-carboxylic acid (100 mg, 0.31 mmol), 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (88 mg, 0.34 mmol) and HATU (129 mg, 0.34 mmol) in DCM (5 mL) under nitrogen. The resulting solution was stirred at room temperature for 1 hour. The reaction mixture was quenched with saturated NH4C1 (20 mL), extracted with DCM (3*20 mL), the organic layer was dried over Na2SO4, filtered and evaporated to afford dark solid. The crude product was purified by flash silica chromatography, elution gradient 0 to 100percent EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford 2-acetyl-5-(cyclopropylsulfamoyl)-N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-2,3-dihydro-1H-isoindole-1-carboxamide (40.0 mg, 22.94percent) as a colorless solid. LC/MS: m/z=566 [M+H]+. HRMS: calculated for (C23H21F6N3O5S+H)+566.1184. found (ESI [M+H]+) 566.1185. 1H NMR (400 MHz, DMSO-d6, mixture of rotamers, 4.5*:1) delta 0.36-0.54 (m, 4H), 1.99, 2.15*(s, 3H), 2.08-2.10 (m, 1H), 4.76-4.93, 5.00-5.09*(m, 2H), 5.71*, 5.91 (s, 1H), 7.61-7.70 (m, 3H), 7.71-7.82 (m, 3H), 7.84-7.92 (m, 1H), 8.00, 8.02*(d, 1H), 8.67*, 8.69 (s, 1H), 10.71*, 10.94 (s, 1H).

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); A1;,
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Related Products of 34626-51-2 , The common heterocyclic compound, 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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.

[00149] 5-bromo-l-pentanol (1), 3g, is treated with 1.5 eq of 3, 4-dihydro-2H-pyran and 0.1 eq of pyridinium para toluenesulfonate (PPTS) in 135mL of CH2CI2. Other starting materials, such as bromo C1.9 alcohols may be used to obtain other embodiments of compounds of formula VII. [00150] After work -up and purification, 1.45 g (33%) of product 2 is obtained. 1.0 eq of methyl malonitrile is deprotonated with 1 eq of NaH and 1.0 eq of bromide 2 is added along with catalytic amount of KI at 50C. A complete conversion can be observed after 10 hours and a 90% yield can be obtained. Deprotection of tetrahydo pyran (THP) can be done with PPTS in ethanol at 55C. After work-up, a quantitative yield of alcohol 4 is obtained and directly used for the mesylation reaction. With the mesylate 5 in hand, a kryptofix- mediated fluorination can be performed. Compound 6 is obtained in 68% yield. 12mL of DMF, 10 eq. of acetic acid, triethylamine and sodium azide each are added to compound 6. The resulting mixture is stirred at 140C for 19 hours. Water and IN HC1 are added. The solid is filtered off and washed with water. Compound 7 is obtained in a 60% yield. [00151] NMR [for example, Bruker Avance 400 (400 MHz, CDC13, TMS as internal standard] of the 5,5′(7-fluoroheptane-2,2-diyl)bis(lH-tetrazole) compound shows the following results: delta 1.29 (m, 4H, CH2), 1.49 (m, 2H, CH2), 1.77 (s, 3H, Me), 1.87 (t, 2H, CH2), 4.09 (m, 2H, CH2F).

The synthetic route of 34626-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APOSENSE LTD.; VAN GELDER, Joel M.; LEVY, Menashe; ARGOV, Mirit; BEN-AMI, Miri; ZIV, Ilan; WO2013/150534; (2013); A1;,
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