Month: August 2021

Some common heterocyclic compound, 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, molecular formula is C8H11Cl2NO, 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. HPLC of Formula: C8H11Cl2NO

A solution of 3-chloro-4-methoxybenzylamine hydrochloride (0.59 g, 2.8 mmol)And triethylamine (0.29 g, 2.8 mmol) were added dropwise to the above-mentioned spare solution, and the reaction was carried out for 2 hours. After addition, L-proline alcohol (0.43 g, 4.3 mmol) was added to the reaction solution, The reaction was carried out at room temperature for 4 hours.The reaction solution was poured into ice water, quenched and extracted twice with methylene chloride. The organic phase was combined and washed twice with water, dried over anhydrous sodium sulfate,The resulting crude column was concentrated to give 0.8 g of a white solid, i.e., avanafil, in 32% yield

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41965-95-1, its application will become more common.

Reference:
Patent; SUZHOU WANGSHAN WANGSHUI BIOMEDICAL CO LTD; TOPHARMAN SHANGHAI CO LTD; SHANDONG TOPHARMAN PHARMACEUTICAL CO LTD; TIAN, GUANGHUI; LI, JUNQI; (17 pag.)CN104650045; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 19393-92-1, name is 2-Bromo-1,3-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Bromo-1,3-dichlorobenzene

Intermediate 152 2′,6′-Dichloro-2,3-dimethoxybiphenyl: To a solution of 2,6-dichlorobromobenzene (5.0 g, 22 mmol) and sodium hydroxide (4.4 g, 0.11 mol) in DME-water (2:1, 180 mL) was added 2,3-dimethoxybenzene boronic acid (8.0 g, 44 mmol) at 90° C., followed by tetrakis(triphenyl-phosphine)palladium (0) (0.77 g, 0.66 mmol). The reaction mixture was heated at 90° C. overnight and cooled to room temperature. The mixture was extracted with methylene chloride and washed with water. The organic solvent was removed under vacuum. Chromatography with 5percent ethyl acetate in hexanes afforded 4.57 g (72percent) of the title compound as a white solid, mp: 49-50° C. MS EI m/e 282 M+.

The synthetic route of 19393-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/241172; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 72934-36-2, These common heterocyclic compound, 72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, 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 slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (3.6 g) and 1-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80 C. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.8 g of tert-butyl 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate as a solid.

Statistics shows that 1-(4-Chlorophenyl)cyclopropanamine is playing an increasingly important role. we look forward to future research findings about 72934-36-2.

Reference:
Patent; Bristol-Myers Squibb Company; Wang, Tao; Scola, Paul Michael; Zhang, Zhongxing; Yin, Zhiwei; Zhao, Qian; US2013/203758; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 932-96-7, 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 932-96-7 as follows.

(a) 4-r(4-Chlorophenyl)(methyl)aminolbenzaldehvde; Toluene (100 mL) and 4-chloro-Lambda/-methylaniline (4.58 mL, 37.8 mmol) were added to a mixture of Cs2CO3 (17.26 g, 53 mmol), Pd(OAc)2 (0.42 g, 1.9 mmol), BINAP (1.77 g, 2.8 mmol) and 4-bromobenzaldehyde (7 g, 37.8 mmol). The mixture was stirred at 85 0C for 20 h and filtered through Celite. The solids were washed with EtOAc. The combined filtrates were concentrated and the residue purified by chromatography to give the sub-title compound. Yield: 7.7 g (82%).

According to the analysis of related databases, 932-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; WO2010/103279; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 4152-90-3, name is (3-Chlorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 4152-90-3

General procedure: 10495] In an oven-dried vial, G8 (1 equiv.) and benzotriazol-1 -yloxytripyrrolidinophosphonium hexafluorophosphate (1.2 equiv.) were dissolved in dichloromethane (0.1 M). Diisopropylethylamine (1 equiv.) was added, and the reaction was stirred at room temperature for 1-2 hours. Afier complete complexation by TLC, amine (1-3 equiv.) and additional diisopropylethylamine (1-3 equiv.) were added, and the reaction was allowed to stir at room temperature for 12-16 hours. The reaction was concentrated and purified by flash silica chromatography (hexanes/ethyl acetate) to provide the amide. (Note: G16a can be isolated and purified prior to the addition of amine.) Yield: 130.0 mg, 91percent.10502] ?H NMR (CD3OD, 500 MHz): oe 7.35 (t, J=1 .8 Hz,1H), 7.33-7.22 (m, 4H), 5.78 (dt, J=5.5, 2.0 Hz, 1H), 5.05 (t,J=2.5 Hz, 1H), 4.91 (t, J=1.9 Hz, 1H), 4.70 (t, J=5.3 Hz, 1H),4.38 (d, J=15.0 Hz, 1H), 4.34 (d, J=15.0 Hz, 1H), 4.19 (d,J=5.3 Hz, 1H), 3.38-3.33 (m, 1H), 2.68 (d, J=6.0 Hz, 1H),2.49 (dt, J=16.3, 3.0 Hz, 1H), 2.38 (d, J=6.0 Hz, 1H), 2.16(ddt, J=16.0, 2.0, 1.0 Hz, 1H), 2.02-1.88 (m, 1H), 1.76-1.62(m, 2H), 1.51-1.46 (m, 1H) 1.46 (dd, J=11.0, 3.0 Hz, 1H),1.36 (dd, J=1 1.0,2.5Hz, 1H), 1.15 (s, 3H). HRMS(ESI): mlzcalc. for C25H29NO5Cl[M+H]: 470.1734. found: 470.1740.10500] G1 6b: Prepared from 3-chlorobenzylamine.

The synthetic route of 4152-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Board of Trustees of the University of Illinois; Hergenrother, Paul J.; Huigens, III, Robert W.; Morrison, Karen C.; Hicklin, II, Robert W.; Flood, JR., Timothy A.; US2015/274638; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6940-78-9,Some common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.

(b) Under a nitrogen atmosphere, 81.6 g (0.5 mol) of 7-hydroxy-1H-quinolin-2-one, 103 g (0.6 mol, 1.2 ep) of bromochlorobutane, and 103.5 g of potassium carbonate were added to the flask. Mol, 1.5 ep), 816 mL of acetone, stirred and heated at 60 C., and reacted for 8 hours.After the reaction is completed, cool down to 20C, filter, concentrate the filtrate to recover some acetone, and add water to the remaining residue.Solids were formed, stirred for 1 hour, filtered off with suction, washed with water, sucked dry, and dried in vacuum to obtain a crude product of compound (III) to obtain 110 g of compound (III) in a yield of 86%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chlorobutane, its application will become more common.

Reference:
Patent; Zhejiang Liaoyuan Pharmaceutical Co., Ltd.; Song Zhigang; Yang Minhua; Cui Jianfeng; Chen Weijun; (16 pag.)CN106831739; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H10ClN

To a slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-l,3,5-triazin-2- ylamino)benzoate (3.6 g) andl-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80C. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.8 g of tert-butyl 4-(4-(l-(4- chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-l,3,5-triazin-2- ylamino)benzoate as a solid.

The synthetic route of 72934-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WANG, Tao; ZHANG, Zhongxing; HAN, Ying; YIN, Zhiwei; SCOLA, Paul Michael; WO2014/116768; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1435-50-3, 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. 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-2,5-dichloronitrobenzene A solution of 2-bromo-1,4-dichlorobenzene (1.000 g, 4.443 mmol, Aldrich, used as received) in fuming HNO3 (7.0 mL) was stirred at 50 C. for 1.5 h and poured into ice (80 g). The yellowish precipitate was filtered, washed with water (10 mL) and dried under vacuum to give 1.14 g (95%) of pure title compound as a yellowish powder; m.p. 50-53 C.; 1 H NMR (CDCl3):7.863 (s, 1H), 8.030 (s, 1H).

The synthetic route of 2-Bromo-1,4-dichlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 78068-85-6, 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. 78068-85-6, name is 3-Chloro-4-fluorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 1-benzofuran-6-ol (418.5 mg, 3.1 mmol) in 6 ml of DMF was added 3-Chloro-4-fluorobenzotrifluoride (681.4 mg, 3.4 mmol) and cesium carbonate (1.5 g, 4.7 mmol). The reaction mixture was heated at 80 C. for 2 hours. After cooling to room temperature, it was diluted with ethyl acetate, washed with water (2×) and brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified on a silica gel column, eluting with ethyl acetate (0-30%) in hexane. The final product was collected as colorless oil. 1H NMR (CDCl3, delta ppm): 6.8 (s, 1H), 7.0 (two d, 2H), 7.2 (s, 1H), 7.4 (d, 1H), 7.6 (d, 1H), 7.7 (s, 1H), 7.8 (s, 1H).

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, 3-Chloro-4-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ge, Min; He, Jiafang; Lau, Fiona Wai Yu; Liang, Gui-Bai; Lin, Songnian; Liu, Weiguo; Walsh, Shawn P.; Yang, Lihu; US2007/265332; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 432-21-3, 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 432-21-3 as follows.

To a stirred solution of chloral hydrate (2.54 g, 15.3 mmol) in H20 (30 ml) was addedNa2S04 (0.87 g, 6.14 mmol) and 3-chloro-2-(trifluoromethyl)aniline (2.00 g, 10.2 mmol)followed by addition of NH20H.HCI (2.13 g, 30.7 mmol) at room temperature. The reactionmixture was heated at 55C for 16h. Progress of reaction was monitored by TLC and5 LCMS. After completion, the reaction mixture was diluted with H20 (1 00 ml) andextracted with EtOAc (2 x 40 ml). The organic layer was separated, dried over anhydrousNa2S04 and concentrated under vacuum. The crude obtained was purified by combi-flashchromatography (10 to 20% EtOAc in hexanes) to (E)-N-(3-chloro-2-(trifluoromethyl)phenyl)-2-(hydroxyimino)acetamide Xl-16a (1.25 g) as an off-white solid.10 Yield: 44%.Basic LCMS Method 2 (ES-): 265 (M-H)-, 97 % purity.1H NMR (400 MHz, DMSO-d5) o 7.48 (d, J=7.82 Hz, 1 H) 7.61 (s, 1 H) 7.62-7.68 (m, 2H)10.10 (s, 1H) 12.36 (s, 1H).

According to the analysis of related databases, 432-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics