Tag: M.W=200-300

Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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. Product Details of 61881-19-4

General procedure: A mixture of acetimidoyl chloride (1 mmol), sodium azide (1 mmol), and acetonitrile (3 mL) was irradiated in a microwave oven at 300 W for 8-10 min, after completion of the reaction, as indicated by TLC, the reaction mixture was filtered. After removing the solvent under reduced pressure, if necessary, the crude products were purified by washing with n-hexane to give the target product 3a-3j (90-95%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61881-19-4, its application will become more common.

Reference:
Article; Rahmani, Fariba; Darehkordi, Ali; Notash, Behrouz; Journal of Fluorine Chemistry; vol. 166; (2014); p. 84 – 87;,
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Related Products of 328-84-7, 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. 328-84-7, name is 3,4-Dichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The procedure of Example 4 was repeated but using 3,4-dichlorobenzotrifluoride. After work up there was isolated a 95% yield of the title compound. It was shown that 100% of the starting material had been consumed, thus indicating that the reaction had occurred with both high selectivity and high yield. The above reaction was repeated but using various other solvents. The following yields of title compound were obtained: tetrahydrofuran 90 1,4-dioxan 93 N,N,N’,N’-tetramethylurea 72

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis CropScience, S.A.; US6410737; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1996-29-8

General Procedure: In a 2OmL tube equipped with a stir bar added l-bromo-4-chloro-2- fluorobenzene (Ig, 4.77mmol), ‘butyl- 1-piperazinecarboxylate (1.74g, 9.55mmol), palladium acetate (0.107g, 0.48mmol), 2-ditbutylphosphenylbiphenyl (0.143g, 0.48mmol), sodium tert- butoxide (0.688g, 7.16mmol) and toluene (10 mL). The reaction vessel was sealed and placed in a microwave oven at 15O0C for 15 min. The reaction mixture was filtered though Diatomaceous earth. The filtrate was diluted with ethyl acetate (50 mL), sequentially washed with water (3 x 5OmL) and brine (5OmL) in a separation funnel. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified on silica gel using hexanes: ethyl acetate= 93: 7 to hexanes: ethyl acetate= 95: 5 in a gradient fashion, to isolate the desired product as yellow oil (639mg, 43%). 1H NMR (300 MHz, CDCl3): delta 7.03 (m, 2H), 6.83(m, IH), 3.57 (t, 4H)5 2.95 (t, 4H), 1.46 (s, 9H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (2007); A2;,
Chloride – Wikipedia,
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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. 38762-41-3, name is 4-Bromo-2-chloroaniline, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-2-chloroaniline

A degassed solution of l-methyl-3-(nonafluorobutane-l-sulfonyloxy)-lH- pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester (500 mg, 0.99 mmol), 4-bromo-2- chloroaniline (246 mg, 1.19 mmol), Pd2dba3 (91 mg, 0.10 mmol), Xantphos (114 mg, 0.20 mmol) and DBU (352 mul, 2.48 mmol) in toluene (8 ml) was subjected to microwave irradiation at 12OC for 5 minutes. The reaction mixture was cooled to ambient temperature then diluted with ethyl acetate (100 ml). The resultant solution was washed with water (30 ml), dried (Na2SO4) and concentrated in vacuo to give an oil. The oil was purified by flash chromatography (Si- PPC, cyclohexane: ethyl acetate, gradient 90:10 to 0:100) to afford the title compound as a yellow solid (140 mg, 35%). IH NMR (CDCl3, 400MHz) 8.75 (d, J = 1.0 Hz, IH), 8.41 (d, J = 6.1 Hz, IH), 7.68 (s, IH), 7.54 (d, J = 2.3 Hz, IH), 7.19-7.27 (m, 2H), 6.94 (d, J = 8.8 Hz, IH), 4.44 (q, J = 7.2 Hz, 2H), 3.99 (s, 3H), 1.44 (t, J = 7.2 Hz, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 14490-19-8, name is 1,4-Dichloropyrido[3,4-d]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3Cl2N3

To a round bottomed flask were added tert-butyl piperidin-4-ylmethylcarbamate (0.29mL, 55mmol)1 ,4-dichloropyrido[3,4-d]pyridazine (1 3.48mL, 5Ommol) , N,N-diisopropylethylamine (26mL,1 5Ommol) , NMP (50mL) and heated to 100C for 1 hour. The reaction was diluted with EtOAc andwashed with water (5×1 OOmL). The organic layer was dried over sodium sulphate, filtered andconcentrated in vacuo. The resulting residue was purified by silica flash chromatography using 30%EtOAc in heptane using a slow isocratic elution and concentrated in vacuo to afford the majorregioisomer tert-butyl N-[1 -(1 -chloropyrido[3,4-d]pyridazin-4-yl)-4-piperidyl]-N-methyl-carbamate(1 .lg, 2.9mmol, 5.8%, 98% purity). Further mixed fractions of lower purity were also obtained.1H NMR (400MHz, ODd3) s/ppm: 9.46 (s, 1 H), 9.03 (d, J5.6Hz, 1 H), 7.94 (d, J5.6Hz, 1 H), 4.33(m(br), 1H), 4.22-4.12 (m(br), 2H), 3.29 (t, J12.5Hz, 2H), 2.83 (s, 3H), 2.11-1.97 (m, 2H), 1.90-1.81(m, 2H), 1.50 (s, 9H).MS Method 2: RT: 1 .73mm. m/z 378.9[M÷H]

According to the analysis of related databases, 14490-19-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; BHAMRA, Inder; MCCARROLL, Andrew; WO2014/191737; (2014); 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. 771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 771583-81-4

5-((4- (ethylsulfonyl) benzyl) carbamoyl) -2-isopropoxybenzoic acid (300.0 mg, 0.7 mmol), HATU (422.0 mg, 1.1 mmol) and DIPEA (477.2 mg , 3.7 mmol) was dissolved in tetrahydrofuran (10 mL), and after stirring at room temperature for 0.5 hours, 4-chloro-2- (trifluoromethyl) benzylamine (232.6 mg, 1.1 mmol) was added, and the reaction was performed at room temperature for 4 hours. Then, add an appropriate amount of water and extract 3 times with ethyl acetate. The organic phases were combined and washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The concentrate was purified by preparative high performance liquid chromatography to obtain the title compound (300.0 mg, yield: 65%).

According to the analysis of related databases, 771583-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Chunchi; Liu Jinming; Ren Yun; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (42 pag.)CN110724075; (2020); A;,
Chloride – Wikipedia,
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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. 62593-17-3, name is 2,4-Dichloro-6-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H4Cl2F3N

Example 62 (General Procedure (D)) 3-Bromo-5-Tert-Butyl-N-(2,4-Dichloro-6-Trifluoromethyl-Phenyl)-6-Hydroxy-2-Methylbenzamide. The title compound was prepared from 3-tert-butyl-5-bromo-6-methylsalicylic acid and 2,4-dichloro-6-trifluoromethylanilin. 1H-NMR: (CDCl3, 400 MHz): delta ppm 1.40 (s, 9 H) 2.69 (s, 3 H) 7.15 (s, 1 H) 7.56 (s, 1 H) 7.68 (s, 1 H) 7.76 (s, 1 H) 9.50 (s, 1 H).); HPLC-MS (Method A): m/z=498, 500, 502 (M+1); Rt=5.9 min.

The synthetic route of 62593-17-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hansen, Birgit Sehested; Hansen, Thomas Kruse; Tullin, Soren; Colding-Jorgensen, Morten; US2004/138301; (2004); A1;,
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Synthetic Route of 110407-59-5, A common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, molecular formula is C6H3BrClF, 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 l-bromo-2-chloro-4-fluorobenzene (2.5 g, 12.0 mmol) in toluene (10 mL) at -70 C was added n-BuLi (1.6 M in hexane) (7.5 mL, 12.0 mmol) dropwise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)- tert-butyl l,6-dioxohexahydropyrrolo[l,2-a]pyrazine-2(lH) -carboxylate (2.8 g, 10.9 mmol) in toulene (10 mL). After stirred at -70 C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 mL). The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (850.0 mg, yield : 20%); m/z (ES+): 385 [M + H] + .

The synthetic route of 110407-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; SØRENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
Chloride – Wikipedia,
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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. 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 468075-00-5

mixture of 2-bromo-l-chloro-4-(trifluoromethoxy)benzene (5.00 g, 18.15 mmol), Pd(dppf)Cl2.CH2Cl2 (1.48 g, 1.82 mmol) and Et3N (5.51 g, 54.45 mmol) in EtOH (30 mL) was degassed, and refilled with CO. The reaction was stirred under CO (50 psi) for 16 hours at 80 C, at which point the desired product was observed by LCMS. The reaction mixture was diluted with EtOH (20 mL), and filtered through a Celite pad. The filtrate was concentrated. The residue was purified by flash chromatography on silica gel (EtOAc in PE = 0% ~ 5%) to afford compound 12-b (2.40 g, 8.93 mmol) as an oil. 1H NMR (400MHz, CDC13) deltaEta = 7.66 – 7.59 (m, 1H), 7.42 (d, 1H), 7.24 – 7.19 (m, 1H), 4.36 (q, 2H), 1.35 (t, 3H).

The synthetic route of 468075-00-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (141 pag.)WO2018/98491; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1205-71-6, name is 4-Chloro-N-phenylaniline, belongs to chlorides-buliding-blocks compound, 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 1205-71-6, Formula: C12H10ClN

Step A: Preparation of ((lr,4r)-4-(hydroxymethyl)cyc.ohexyl)methyl 4- chlorophenyl(phenyl)carbamate.4-Chloro-N-phenylaniline (15.0 g, 73.6 mmol), tribasic potassium phosphate, (fine powder, 4.69 g, 22.1 mmol), NN-carbonyldiimidazole (13.14 g, 81 mmol) and acetonitrile (75 mL) were charged to a 500-mL, jacketed, four-necked cylindrical reaction flask equipped with a mechanical stirrer and a condenser. The reaction mixture was heated at 65 C under nitrogen and monitored by HPLC. After about 2.5 h HPLC showed > 98% conversion to the intermediate N-(4-chlorophenyl)-N-phenyl-lH-imidazole-l-carboxamide. After about 5.5 h a solution of (lr,4r)-cyclohexane-l,4-diyldimethanol (37.2 g, 258 mmol) in acetonitrile (150 mL) at 65 C was added to the reaction mixture over 20 min. The resulting mixture was heated at 65 C overnight. HPLC showed about 98% conversion to the required product. The mixture was filtered, and the cake was rinsed with acetonitrile (2 x 25 mL). The filtrate was concentrated under reduced pressure (40 C, 32 torr) 124.125 g of distillate was collected. The residue was diluted with water (50 mL) and this mixture was concentrated under reduced pressure (40 C, 32 torr) and 35.184 g of distillate was collected. The residue was diluted with water (50 mL) and the resulting mixture was allowed to stir overnight to give a white paste. The mixture was filtered, and the cake was rinsed with 25% acetonitrile/water (2 x 75 mL). The solid was dried in a vacuum oven to leave a white solid (22.271 g); 94.8% purity by HPLC peak area. LCMS m/z = 374.3 [M+H]+; NMR (400 MHz, DMSO-i/6) delta ppm 0.77 – 0.93 (m, 4 H) 1.23 (dd, J = 6.22, 3.51 Hz, 1 H) 1.47 (dd, J = 6.32, 2.91 Hz, 1 H) 1.56 – 1.76 (m, 4 H) 3.20 (t, J= 5.78 Hz, 2 H) 3.92 (d, J = 6.13 Hz, 2 H) 4.33 (t, J = 5.31 Hz, 1 H) 7.28 – 7.35 (m, 5 H) 7.38 – 7.47 (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, 4-Chloro-N-phenylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; BLACKBURN, Anthony C.; SHAKYA, Sagar Raj; DEMATTEI, John A.; CHUANG, Tsung-Hsun; WO2011/37613; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics