Tag: M.W=100-200

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. 69957-83-1, name is N-Ethyl-4-chlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H12ClN

[4-(2-{[2-(Methoxycarbonyl)phenyl]thio} ethyl) phenoxy] acetic acid (0.200 [G,] 0.577 mmol) was dissolved in DMF (10 ml), [N-(4-CHLOROBENZYL)-N-ETHYLAMINE] (0.108 g, 0.635 mmol) was added and the mixture was cooled to 0 C. N-[(1H-1, 2, 3-benzotriazol-1- yloxy) (dimethylamino) [METHYLENE]-N-METHYLMETHANAMINIUM] tetrafluoroborate (0.204 g, 0.635 mmol) and N-ethyl-N,N-diisopropylamine (0.157 g, 1.212 mmol) were added. The solution was stirred overnight at room temperature. Water (100 [ML)] was added and the water phase was extracted with diethyl ether (3 X 20ml). The organic phase was washed with [NA2CO3] (3 X 20 ml, [AQ)] and HCl (0.5 M, 2 X, 10 [ML).] The organic layer was dried (MgSO4) and the solvent was removed by evaporation. The residue was purified by flash chromatography (started with isocratic heptane/EtOAc 30/70 and then the EtOAc concentration was increased to 100%, (silica gel 60 0.004-0. 063 [MM).] The product containing fractions were pooled and the solvent was removed by evaporation to give 0. [085 G OF METHYL 2-{ [2-(4-{2-[(4-CHLOROBENZYL)] (ethyl) [AMINO]-2-] oxoethoxy} phenyl) ethyl] thio} benzoate (yield 29.6%). [1HNMR] (rotamers, 300 MHz, CDC13) : 8 1.09-1. 21 [(M,] 3H), 2.91-2. 99 [(M,] 2H), 3.11-3. 18 [(M,] 2H), 3.32-3. 43 [(M,] 2H), 3.92 (s, [3H),] 4.57-4. 75 [(M,] 4H), 6.78, 6.92 (d, d, 2H), 7.12- 7.46 [(M,] 9H), 7.96 (d, [1H).]

According to the analysis of related databases, 69957-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/294; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a 2-Chloro-4-fluorophenylisothiocyanate Into a solution of 2-chloro-4-fluoroaniline (500 mg, 3.44 mmol) in a mixture of chloroform and water (10 mL/10 mL) at room temperature, thiophosgene (0.53 mL, 6.88 mmol) and sodium bicarbonate (1.09 g, 10.32 mmol) were added. The mixture was stirred at room temperature for 16 hours. The mixture was partitioned between chloroform and water. The combined organic layer was then concentrated to give the desired product (586 mg, 91%). 1H NMR (CDCl3) delta 6.98 (m, 1H), 7.20 (m, 2H).

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

Reference:
Patent; Palovich, Michael R.; Widdowson, Katherine L.; Nie, Hong; US2003/216375; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 7006-52-2 as follows. HPLC of Formula: C7H8ClN

General procedure: N-Alkyl-substituted aniline (2 mmol) and Ru3(CO)12 in D2O(3mL) (Note: if toluene was needed, 1mL toluene was add as co-solvent) were stirred at 100-140°C in a sealed tube under a N2 atmosphere for 12 h. After the mixture was cooled to room temperature, water (10 ml) was added, and then extracted with diethyl ether (2×10 mL). The organic layer was washed with brine (5 mL), dried over anhydrous Na2SO4,and filtered. The filtrate was concentrated to afford the deuterated aniline product.

According to the analysis of related databases, 7006-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhan, Miao; Jiang, Hongxia; Pang, Xuehai; Zhang, Tao; Xu, Ruixue; Zhao, Lifeng; Liu, Yu; Gong, Yu; Chen, Yuanwei; Tetrahedron Letters; vol. 55; 36; (2014); p. 5070 – 5073;,
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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H4Cl2FN

Step 1: (2,6-dichloro-4-fluorophenyl)hydrazine hydrochloride To a – 5 C solution (internal temperature, wet ice/acetone bath) of 2,6-dichloro-4-fluoroaniline (3.0 g, 17 mmol) in 37 % hydrochloric acid (30 mL) and trifluoroacetic acid (20 mL) was added dropwise an aqueous solution of sodium nitrite (1.4 g, 20 mmol, 6 mL water). The reaction was stirred for 90 minutes, then a solution of stannous chloride dihydrate (5.6 g, 25 mmol) in 37 % hydrochloric acid (16 mL) was added over 15 minutes, keeping the internal temperature ? 2 C. The mixture was stirred overnight at room temperature. The mixture was filtered and the collected solid was washed with isopropyl alcohol and dried under house vacuum to provide the title compound. LCMS-ESI+ (m/z): [M+H]+ calcd for C6H6Cl2FN2: 195.0; found: 194.9.

According to the analysis of related databases, 344-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; BLOMGREN, Peter A; CURRIE, Kevin S; GEGE, Christian; KROPF, Jeffrey E; XU, Jianjun; (60 pag.)EP3257847; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 7781-10-4, These common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, 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 mixture of (S)-tert-butyl 2-amino-4-(((S)-2-fluoro-3-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoate (150 mg, 331 mumol), 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (48 mg, 286) in t-AmOH (3 mL) was added 2.0M t-BuONa in THF (286 muL, 572 mumol) then t-BuXPhos-Pd-G3 (23 mg, 29 mumol) and the resulting mixture was heated to 100 C. for 15 h, cooled to rt, and then concentrated in vacuo to give a tert-butyl (S)-4-(((S)-2-fluoro-3-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino)-2-((7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl) amino) butanoate intermediate, LCMS (ESI+): m/z=584.4 (M+H)+, which was used without further purification. Of the butanoate intermediate, 80 mg, 141 mumol) was taken up in DCM (1 mL) and TFA (400 juL) and the resulting mixture was stirred at rt for 6 h and then concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=528.3 (M+H)+.

Statistics shows that 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is playing an increasingly important role. we look forward to future research findings about 7781-10-4.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, 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.

A stirred solution of 6-hydroxy-5-iodonicotinic acid (40 g) and DMF (3.51 mL) in toluene (315 mL) was treated dropwise with SOd2 (43.9 mL) at RT and then stirred at 85C for 2.5 h. The solvent was evaporated off under reduced pressure and the residue was redissolved in DCM (315 mL). The solution was cooled in an icy water bath and to this solution a mixture of 4-(chlorodifluoromethoxy)aniline (26 .3 g) and Et3N (63 mL) in DCM (315 mL) was added dropwise. The mixture was stirred at rt for 1 hr. Then a saturated aqueous solution of NaHCO3 was added and the mixture was stirred at rt for 10 mm and a solid was formed. The mixture was then diluted with 315 mL of hexane and filtered to collect the white solid, washed with more water and air dried to afford 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide (55.97 g). (Rt = 2.28 mi +ESI m/z: MH+ = 459.0).

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

Reference:
Patent; ASTAR BIOTECH LLC; LI, Lianhai; YU, Chunrong; HUANG, Haihong; (94 pag.)WO2017/186148; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-80-3,Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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.

EXAMPLE 1 Into a 100 ml reaction flask equipped with a condenser, a thermometer and a stirrer, 15.56 g (0.1 mol) of 2-chlorophenethylamine, 22.0 g (0.11 mol) of a 20% sodium hydroxide aqueous solution and 0.176 g (0.5 mol %) of quinoline copper were charged, and reacted at 110 C. for 8 hours. The reaction mixture thereby obtained was subjected to liquid separation to separate the aqueous layer from the organic layer. The organic layer was washed with an acid and distilled to obtain 11.4 g of indoline (boiling point: 94-95 C./11 mmHg). The purity was 99.5%, and the yield was 96%.

The synthetic route of 13078-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ihara Chemical Industry Co., Ltd.; US4673749; (1987); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 694-80-4, 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. 694-80-4 name is 1-Bromo-2-chlorobenzene, This 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.

General procedure: To a round bottle with a magnetic stir bar, ligand (0.01% mmol), PdCl2 (0.01% mmol), aryl halides (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (2.0 mmol) and 6 ml of solvent were added. The reaction mixture was conducted at room temperature for the required time, and then the solvent was removed under reduced pressure. The residual was diluted with Et2O (5 mL), followed by extraction twice (2×5 mL) with Et2O. The organic layer was dried with anhydrous MgSO4, filtered and evaporated under vacuum. The conversions rates were analyzed by gas chromatography, based on the peak area normalization method. The corrected factor was determined by samples against a standard of n-heptane. The crude products were purified by silica-gel column chromatography using petroleum ether-ethyl acetate (20:1) as an eluent, and the isolated yield was then calculated based on the feeding of the aryl halide. The isolated corresponding products were characterized by 1H NMR and 13C NMR.

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

Reference:
Article; Zhou, Zhen; Cao, Gao; Liu, Ning; Chemistry Letters; vol. 48; 6; (2019); p. 547 – 550;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 108047-39-8, These common heterocyclic compound, 108047-39-8, name is 2-(Aminomethyl)-4-chloroaniline, 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.

A solution of the amine of preparation 10 (6. 4 g, 41 MMOL) in tetrahydrofuran (50 ML) was added to a solution of the oxadiazole of preparation 5 (4.56 g, 16 MMOL) in tetrahydrofuran (50 ML) and the mixture was heated to 50 C for 18 hours. The reaction mixture was evaporated under reduced pressure and the residue was purified by chromatography on silica gel using methanol in DICHLOROMETHANE as eluant (5: 95), to give the title compound as a white solid (4.65 g). APCI MS M/Z 399 [MH] + ‘H NMR (400MHZ, CDCI3) : 8 1.95 (m, 2H), 2.20 (m, 2H), 3.10 (m, 2H), 3.20 (m, 1H), 3.80 (s, 2H), 4.00 (s, 2H), 4.30 (m, 2H), 6.60 (m, 1H), 6.65 (t, 1H), 6.70 (d, 1H), 7.00 (s, 1H), 7.05 (d, 1H), 7.50 (t, 1H), 8.20 (d, 1H)

The synthetic route of 108047-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/74291; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, 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 1435-48-9, HPLC of Formula: C6H3Cl2F

[209] Alternate preparation: To a solution of 2,4-dichloro-1-fluorobenzene (100 g, 0.606 mol) in THF (1.4 L) under nitrogen at -78 C, was added a 2.5 M solution of n-BuLi in hexanes (267 ml_, 0.666 mol) dropwise over a period of 30 min, maintaining the temperature between -70 to -78 C. After 1.5 h stirring at -78 C, methyl formate (72.6 ml_, 1.21 mol) was added slowly, and the reaction mixture was stirred overnight, warming up to rt. The reaction was quenched with sat. aqueous NH4CI (200 ml.) and the organic layer was separated. The organic solvents were removed by distillation at atmosphere pressure and the crude material which contained a small amount of THF was crystallized from hexanes to give the title compound.

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.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; CHEN, Xin; JIN, Meizhong; KLEINBERG, Andrew; LI, An-hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2010/59771; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics