Month: July 2021

Synthetic Route of 2533-69-9,Some common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, 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 4-fluorobenzene-1,2-diamine [Aldrich, 653586] (0.03 g, 0.2 mmol) in acetic acid (1 mL) was added methyl 2,2,2-trichloroethanimidoate [Acros, AC16093-0250] (0.030 mL, 0.24 mmol) dropwise at room temperature. The mixture was stirred at room temperature for 2 h and poured into water (25 mL). The precipitate was separated by filtration and air-dried, which was directly used in the next step without purification.

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Zou, Ge; Combs, Andrew P.; Buesking, Andrew W.; (62 pag.)US2016/229843; (2016); 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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-fluorobenzylamine

theta-Oxo-1 -(phenylmethyl^-piperidinecarboxylic acid (0.117 g, 0.5 mmol, prepared as described below) was suspended in dichloromethane (5 ml) and treated with N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.144 g, 0.75 mmol) and 1-hydroxybenzotriazole (0.102 g, 0.75 mmol). The mixture was stirred at room temperature for 15 minutes and then [(2-chloro-4-fluorophenyl)methyl]amine (0.096 g, 0.6 mmol) was added to the mixture and stirring at room temperature was continued for a further 48 hrs. The mixture was concentrated and partitioned between ethyl acetate and water. The ethyl acetate layer was separated and washed sequentially with 3N aqueous citric acid, water, saturated aqueous sodium hydrogen carbonate, water, and brine and then dried over anhydrous sodium sulphate. Concentration of the organic layer gave an oil which was purified by automated flash silica-gel column chromatography (Biotage SP4), eluting with a gradient of 0-100% ethyl acetate in hexane, to give lambda/-[(2-chloro-4- fluorophenyl)methyl]-6-oxo-1-(phenylmethyl)-2-piperidinecarboxamide (0.1 13 g) as an oil. LC/MS [M+H]+ = 375/377, retention time = 2.63 minutes.

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/116845; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 67279-24-7, 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. 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 41; Synthesis of 4-chloro-N-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)-5,6,7,8-tetrahydrophthalazin-1-amine; A slurry of 1,4-dichloro-5,6,7,8-tetrahydrophthalazine (1.66 g, 8.18 mmol) and 4-(2-(4-aminophenoxy)pyridin-3-yl)-N-methylpyrimidin-2-amine (2.00 g, 6.82 mmol) in 14 mL 2-BuOH was heated in a sealed pressure vessel to 110 C. The reaction became a thick mass that eventually became a stirring suspension over about 30 min. After 4 h, the reaction was cooled to ambient temperature, and the material was partitioned between 2N NaOH and EtOAc. The aqueous layer was extracted once with EtOAc. The organic layers were dried over anhyd. sodium sulfate, filtered, and concentrated to yield a brown solid. This solid was dissolved in MeOH/MC and adsorbed onto 10 g silica gel, dried, and purified by chromatography (0-100% EtOAc/DCM) to give 4-chloro-N-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)-5,6,7,8-tetrahydrophthalazin-1-amine as an off-white solid. MS m/z=460 [M+H]+. Calc’d for C24H22ClN7O: 459.9.

The chemical industry reduces the impact on the environment during synthesis 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cee, Victor J.; Deak, Holly L.; Du, Bingfan; Geuns-Meyer, Stephanie D.; Hodous, Brian L.; Nguyen, Hanh Nho; Olivieri, Philip R.; Patel, Vinod F.; Romero, Karina; Schenkel, Laurie; US2007/185111; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, 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. COA of Formula: C7H5ClF3NO

4-Bromo-7-fluoro-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.7 mmol) was dissolved in toluene (16 mL), and Pd2 (dba) 3 (64 mg, 0.07 mmol) and Davephos (55 mg , 0.14 mmol) and K3PO4 (446 mg, 2.1 mmol, 2.1 mL H2O), after stirring well, 3-chloro-4-trifluoromethoxyaniline (444 mg, 2.10 mmol) in toluene (4 mL) was added, protected by argon Then, the reaction was refluxed overnight, and a small amount of starting material remained. Cool to room temperature, concentrate, add EA (30mL) to dissolve the residue, 6N hydrochloric acid (10mL × 2), saturated brine (20mL × 3), water (20mL × 2), column chromatography (P / E = 20: 1 ~ 10: 1) to obtain 158 mg of a white solid with a yield of 54.3% and a melting point: 143-145 C.

The synthetic route of 3-Chloro-4-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 501-29-1, A common heterocyclic compound, 501-29-1, name is 1-Chloro-2-fluoro-4-methoxybenzene, molecular formula is C7H6ClFO, 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.

Reference Example 16; 2-Bromo-4-chloro-5-fluoroaisole (Reference Compound No.16-1) A mixture of 4-chloro-3-fluoroanisole (124 muL, 1.00 mmol) and N-bromosuccinimide was dissolved in mixed solvent of anhydrous N,N-dimethylformamide (0.5 mL) and anhydrous dichloromethane (1 mL), and stirred at 40C for 3 days. After cooling down, chloroform (30 mL) and water (30 mL) were added and partitioned. The water layer was extracted with chloroform (30 mL, 2 times). The combined organic layer was washed with saturated brine (30 mL), dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (195 mg) as a colorless solid. (Yield 82%)

The synthetic route of 501-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santen Pharmaceutical Co., Ltd; EP1995242; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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 766545-20-4, Product Details of 766545-20-4

A solution of 90 mg of 2-chloro-5,6,7,8-tetrahydro-[1,6]naphthyridine hydrochloride (U.S. Pat. No. 6,169,093), 0.134 g of N-carbobenzyloxyglycine, 0.130 g of triethylamine, and 0.087 g of 1-hydroxy-7-azabenzotriazole in DMF (2.7 mL) at 0 C. was stirred as 0.123 g (0.640 mmol) of EDC was added. After two hrs., the reaction mixture was poured into 4% magnesium sulfate solution, and the resulting solution was extracted with EtOAc and then methylene chloride. The organic extracts were dried over sodium sulfate, filtered, and concentrated to give an oil that solidified upon standing. Trituration with MeOH and collection of the solids provided the desired amide intermediate.

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-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US2004/192698; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 89794-02-5, A common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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.

10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

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; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dichloro-N-[4-(3-chloro-2-thienyl)-1,3-thiazol-2-yl]benzenesulfonamide The title compound was prepared from 4-(3-chloro-2-thienyl)-1,3-thiazol-2-amine (59 mg) aid 2,6-dichlorobenzenesulfonyl chloride (66 mg) as described in the synthetic METHOD B to give a yellow solid (34.5 mg) with purity >90%: MS (pos) m/z 425.3, 427.3; HRMS m/z 423.8730 (calc. of monoisotopic mass for C13H7Cl3N2O2S3 gives 423.8735).

The chemical industry reduces the impact on the environment during synthesis 2,6-Dichlorobenzenesulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kurz, Guido; Nilsson, Marianne; US2003/166689; (2003); 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. 772-49-6, name is 1-Chloro-3-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

To a cooed (-78 C) soution of 1-choro-3-(trifluoromethoxy)benzene (100 g, 510 mmo)in THF (500 mL) was added n-butyflithium (2.5 M/hexanes, 205 mL, 510 mmo)dropwise over a period of 10 minutes. Stirring was maintained at -78 C for I h, andthen a soution of iodine (130 g, 510 mmo) in THF (500 mL) was added dropwise at -78C over a period of 30 minutes. After the addition, the temperature was maintained at -78 C for lh and then aflowed to warm to rt and stirred for a tota? of 18h. The reaction mixture was poured into saturated aqueous Na2SO3 and extracted with EtOAc (2 x 1000 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the tifle compound as an oH (159 g, 96% yied). 1H NMR (500 MHz, CDC3) 67.40 (dd, J= 8.1, 1.4 Hz. IH), 7.32 (t, J= 8.1 Hz, IH). 7.16(dt. J= 8.2, 1.4 Hz, IH).

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; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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: 918538-05-3

101A. 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine-7-carbaldehyde Dry dimethylformamide (1.03 mL, 13.3 mmole) was added to an ice-cooled solution of phosphorous oxychloride (2.47 mL, 26.6 mmole) in a vial and the mixture was stirred until homogeneous. It was allowed to warm to room temperature and 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine 1B (500 mg, 2.66 mmole) was added and the vial was sealed and heated at 95 C. for 5 hr. After cooling to RT, the reaction was slowly poured into an ice-cooled, stirred mixture of saturated aqueous solution of NaHCO3 (75 mL) and dichloromethane (25 mL). The aqueous phase was separated and extracted with additional dichloromethane. The combined organic phases were dried (Na2SO4) and the solvent removed. Radial silica gel chromatography (elution with mixtures of DCM_hexane=1:1 followed by 3:1) afforded the product as a solid (371 mg, 65% yield): 1H NMR (CDCl3) delta 7.08 (d, 1H, J=5 Hz), 7.54 (d, 1H, J=5 Hz), 10.49 (s, 1H).

The synthetic route of 918538-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/9497; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics