Author: Jessica.F

Related Products of 41965-95-1, 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. 41965-95-1 name is 3-Chloro-4-methoxybenzylamine Hydrochloride, 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 N: Amide coupling (10):In a glass vial, under inert atmosphere (N2), to a solution of the carboxylic acid (1.0 eq.) in CH2CI2 (0.25 M) were added HOBt (1.20 eq.), DMAP (0.25 eq.), EDC HCI (2.5 eq.) and DIPEA (4.0 eq.). The reaction mixture was stirred at rt for 30 min. An amine (2.0 eq.) was then added and the reaction mixture stirred at rt until completion of the reaction. DMF (0.3 vol. CH2CI2) and PL-SO2CI2 (1.0 eq.) were added and after stirring at rt for 1 h the mixture was filtered (CH2CI2) and concentrated under reduced pressure. Purification of the residue by FC or HPLC gave the desired compound.; Example 374:(Sf^-Lambda/^S-Chloro^-methoxyphenyl-methyO-tef^-Lambda^^-pyrrolidino-butyO^S*^/?*)- [4,7-ethenylene-spiro[2.4]heptane]-5,6-dicarboxamide, formate salt:Following general procedure N, starting from (5R*)-5-hydroxycarbonyl-(6R*)-Lambda/6-(4- pyrrolidin-1-yl-butyl)-(4S*,7/?*)-[4,7-ethenylene-spiro[2.4]heptane]-6-carboxamide and 3- chloro-4-methoxybenzylamine hydrochloride.LC-MS-conditions FA: tR = 0.75 min; [M+H]+ = 486.24.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-methoxybenzylamine Hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; CORMINBOEUF, Olivier; CREN, Sylvaine; GRISOSTOMI, Corinna; LEROY, Xavier; RICHARD-BILDSTEIN, Sylvia; WO2010/134014; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, Formula: C7H7ClFN

To a solution of (4-chloro-3-fluorophenyl)methanamine (266 mg, 1.67 mmol, Alfa) in a methanol buffer (3.6 weight % sodium acetate trihydrate and 2.4 weight % acetic acid in methanol, l5mL) was added 1,4-dioxane-2,5-diol (100 mg, 0.833 mmol, Aldrich) in one portion followed by sodium cyanoborohydride (105 mg, 1.67 mmol) and trifluoroacetic acid (0.1 mL). After stirring at ambient temperature for 10 minutes, the reaction mixture was concentratedunder reduced pressure to less than 5 mL and was filtered through a glass microfiber frit, and then purified by preparative HPLC [YMC TriArtTM Cl 8 Hybrid 5 jim column, 50 x 100 mm, flow rate 140 mL/minute, 5-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (0.18 g, 0.88 mmol, 53.0 % yield). MS (ESf?) nilz 204 (M+H).

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; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen Ann; SIDRAUSKI, Carmela; FROST, Jennifer M.; SHI, Lei; TONG, Yunsong; DART, Michael J.; MURAUSKI, Kathleen; (213 pag.)WO2019/90088; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29027-20-1, name is 3-Chloro-5-methylaniline, 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. SDS of cas: 29027-20-1

to the mixture of solid (400 mg, 1.66 mmol) from Step 2-1 and MeOH (15 mL) was added 3-chloro-5-methylaniline (0.21 mL, 1.66 mmol), formic acid (0.064 mL, 1.66 mmol) and l-(2,2-dimethoxy-ethyl)-2- isocyano-benzene ( 0.32 mL, 2.5 mmol). The resulting mixture was heated at 50 C overnight. The reaction solution was concentrated and dried under high vacuum to give brown solid as the desired product (60% pure). The crude material was used for next step without further purification.

The synthetic route of 29027-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CRINETICS PHARMACEUTICALS, INC.; ZHAO, Jian; ZHU, Yunfei; WANG, Shimiao; HAN, Sangdon; KIM, Sun Hee; (109 pag.)WO2017/3724; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 39226-96-5, 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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3) N-(2-chloro-3-(trifluoromethyl)benzyl)-3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxamide To a solution of amine (500 mg, 2.39 mmol, 1.0 eq) and acid (397 mg, 2.39 mmol, 1.0 eq) in DMF (15 mL) were added DIEA (1.54 g, 11.9 mmol, 5 eq) and HBTU (1.09 mg, 12.87 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (20 mL) and washed with 10% aqHCl (1*20 mL), sat NaHCO3 (1*20 mL) and water (4*20 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (EtOAc/Hexane 10% to 50%) to give the desired product. Mass Spectrum (LCMS, ESI Pos.) Calcd. For C16H16ClF3N3O: 358.0 (M+H), Found 358.0.

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, (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Prosetta Antiviral ,Inc.; Selvarajah, Suganya; Paulvannan, Kumar; (58 pag.)US2018/118679; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 63624-28-2,Some common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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.

301 mg of the compound obtained in step 16-2 (diastereoisomer mixture) was added under ice cooling and a nitrogen atmosphere to a 3 mL tetrahydrofuran solution of 26 mg of sodium hydride, and the reaction mixture was stirred for 20 minutes. After this, a 2 mL tetrahydrofuran solution of 170 mg of 2,4-dimethoxybenzenesulfonyl chloride was added dropwise, and the reaction mixture was stirred for 2 hours at room temperature. Then 5mL of ethylacetate and 10mL of a 5% potassium carbonate aqueous solution were added and the reaction mixture was stirred for 30 minutes at room temperature. After liquid separation, the aqueous layer was extracted with ethyl acetate (10 mL × 3), and the combined organic layer was dried with sodium sulfate, after which the drying agent was filtered off and the solvent was distilled off under reduced pressure. The residue thus obtained was separated and purified by column chromatography (silica gel 60, mobile phase: ethyl acetate/acetone = 99/1; v/v) to obtain two kinds of diastereoisomer of the titled compound in amounts of 115 mg (isomer A: colorless, amorphous) and 127 mg (isomer B: colorless, amorphous). Isomer A: [alpha]D25 = -248 (c = 0.183, chloroform) MS (ESI pos.) m/z : 680([M+H]+), (ESI pos.) m/z : 702([M+Na]+ 1H-NMR (499 MHz, CDCl3) delta (ppm) ; 1.89 (s, 1 H), 2.19 – 3.94 (m, 21 H), 4.65 – 5.06 (m, 1 H), 5.23 – 5.44 (m, 1 H), 6.43 (s, 1 H), 6.57 (dd, J =9.0, 2.3 Hz, 2 H), 6.97 – 7.05 (m, 1 H), 7.42 (d, J=8.8 Hz, 1 H), 7.75 (s, 1 H), 7.93 (d, J=8.5 Hz, 1 H), 8.09 – 8.20 (m, 1 H) Isomer B: [alpha]D25 = +211 (c = 0.200, chloroform) MS (ESI pos.) m/z : 680([M+H]+), (ESI pos.) m/z : 702([M+Na]+) 1 H-NMR (499 MHz, CDCl3) delta (ppm) ; 1.88 – 2.23 (m, 2 H), 2.33 (s, 3 H), 2.55 – 2.81 (m, 6 H), 3.36 (s, 3 H), 3.47 – 3.63 (m, 1 H), 3.79 – 3.88 (m, 7 H), 4.07 – 4.19 (m, 1 H), 4.95 – 5.19 (m, 1 H), 6.48 (d, J=2.1 Hz, 1 H), 6.57 (dd, J=8.8, 2.1 Hz, 1 H), 6.63 (d, J=8.2 Hz, 1 H), 6.99 – 7.07 (m, 1 H), 7.41 – 7.48 (m, 1 H), 7.67 (s, 1 H), 7.92 – 8.01 (m, 1 H), 8.13 (d, J=8.8 Hz, 1 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dimethoxybenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1659121; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 38762-41-3, name is 4-Bromo-2-chloroaniline, 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 38762-41-3, COA of Formula: C6H5BrClN

General procedure: A dried tube, equipped with a magnetic stirred and a septum, 2-chloroanilines (1.0 mmol) was dissolved in DMSO(3 mL), and t-BuOK (3 mmol) was added. The mixture was stirred for 5 minutes, and thendimethylthiocarbamoyl chloride (1.2 mmol) and bis(dibenzylideneacetone) palladium (5 mol%) were added.the reaction mixture was then heated at 100 C and checked by TLC until the starting material was finished. Thereaction was cooled down to room temperature, and then quenched with sat. NH4Cl solution (5 mL) and extractedwith ethyl acetate, dried over anhydrous Na2SO4 and evaporated under vacuum. The residue was purified by flashcolumn chromatography to afford the desired product.

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-Bromo-2-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Chang, Cai-Zhu; Zhu, Hui; Li, Yue-Sheng; Dong, Zhi-Bing; Chemistry Letters; vol. 46; 5; (2017); p. 641 – 643;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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. Safety of 6-Chloroimidazo[1,2-b]pyridazine

b) 3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine; Bromine (3.8 mL, 74.19 mmol) was added dropwise to a solution of 6-chloroimidazo [1 ,2-b]pyridazine (Preparation 1 a, 4.8 g, 31.06 mmol) in glacial acetic acid (80 mL) and the resulting mixture was stirred at ambient temperature for 20 minutes. The precipitate formed was collected by filtration, washed with diethyl ether several times and dried in vacuo. The solid obtained was partitioned between ethyl acetate and a saturated aqueous solution of potassium carbonate. The organic layer was separated and washed with a saturated aqueous solution of potassium carbonate, dried over magnesium sulphate and the solvent removed under reduced pressure. The crude was then treated with pentane, filtered and the solid obtained was dried in vacuo to yield the title compound (6.6 g, 92%) as a pale yellow solid.LRMS (m/z): 232 (M+1)+.1H-NMR delta (300 MHz, CDCI3):7.13 (d, 1H), 7.80 (s, 1H), 7.92 (d, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL,S.A.; GONZALEZ RODRIGUEZ, Jacob; VIDAL JUAN, Bernat; VIDAL GISPERT, Laura; BACH TANA Jordi; WO2012/69202; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, 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. Recommanded Product: 1435-48-9

General procedure: As a typical experiment, the reaction of the 2-halopyridine (1 mmol), fluorobenzene derivative (2.5 mmol) and PivOK (0.154 g, 1.1 mmol) at 150 C during 16 h in DMA (3 mL) in the presence of PdCl(C3H5)(dppb) (12 mg, 0.02 mmol) (see tables or schemes) under argon affords the arylation product after evaporation of the solvent and filtration on silica gel

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

Reference:
Article; Boyaala, Rabab; Touzani, Rachid; Guerchais, Veronique; Soule, Jean-Francois; Doucet, Henri; Tetrahedron Letters; vol. 58; 33; (2017); p. 3205 – 3208;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 67952-93-6, name is 3-Chloro-4-methylbenzylamine, 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 67952-93-6, Recommanded Product: 3-Chloro-4-methylbenzylamine

11) 3-(tert-butyl)-N-(3-chloro-4-methylbenzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of the Acid (257 mg, 1.41 mmol, 1.1 eq) in DMF (10 mL) was added an amine (200 mg, 1.29 mmol, 1.0 eq), DIEA (830 mg, 6.43 mmol, 5 eq) and HBTU (584 mg, 1.54 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (30 mL) and washed with 10% aqHCl (1*25 mL), sat NaHCO3 (1*25 mL) and water (4*25 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (10% to 50% EtOAc in Hexane) to give the amide as a colorless solid in 66% (165 mg, >95% purity). Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H23ClN3O: 320.0 (M+H), Found 320.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-methylbenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; Prosetta Antiviral ,Inc.; Selvarajah, Suganya; Paulvannan, Kumar; (58 pag.)US2018/118679; (2018); A1;,
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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-2-fluoroaniline

EXAMPLE 12(trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1,4-diaza-spiro[5.5]undecan-5-one Process Step O12 g of the impure (trans)-9-(4-chloro-7-methoxy-quinazolin-6-yloxy)-1,4-diaza-spiro[5.5]undecan-5-one hydrochloride from the previous step are added batchwise to a solution of 3.9 g of 3-chloro-2-fluoroaniline in 60 ml of 2N hydrochloric acid at RT within 90 min. The suspension is heated to 40 C. for 60 min. Then 60 ml of toluene are added and the mixture is cooled to RT. After 50 min it is filtered and the precipitate is washed with 50 ml of toluene and 50 ml of sat. NaCl solution. After drying at 40 C., 10 g of a solid are obtained, which contains the product. The product is purified by basic chromatography on silica gel.Mass spectrum (ESI+): m/z=486 [M+H]+ 1H NMR (400 MHz, DMSO): 9.60 (1H, s); 8.37 (1H, s); 7.82 (1H, s); 7.45-7.54 (2H, m), 7.36 (1H, s); 7.28 (dt, 1H); 7.22 (1H, s); 4.63-4.67 (1H, m); 3.95 (3H, s); 3.11-3.15 (2H, m); 2.82-2.86 (2H, m); 2.30 (1H, s); 2.13-2.22 (2H, m); 1.83-1.96 (4H, m); 1.44-1.51 (2H, m).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/183987; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics