Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2-(Bromomethyl)-5-chloro-1-benzothiophene → 3-(5-Chloro-benzo[b]thiophen-2-ylmethyl)-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-3H-benzoimidazole-4-carboxylic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2-(Bromomethyl)-5-chloro-1-benzothiophene | HCID 13642606 | — |
| 반응물 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 반응물 | 2-(1-Isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid methyl ester | HCID 68616159 | — |
| 용매 | Formic Acid | HCID 284 | — |
| 생성물 | 3-(5-Chloro-benzo[b]thiophen-2-ylmethyl)-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-3H-benzoimidazole-4-carboxylic acid | HCID 67011348 | — |
| 생성물 | HCID 67012030 | HCID 67012030 | — |
반응 단계
1-(5-Chloro-benzo[b]thiophen-2-ylmethyl)-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid and 3-(5-Chloro-benzo[b]thiophen-2-ylmethyl)-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-3H-benzoimidazole-4-carboxylic acid were prepared by a procedure according to example 81 starting from 200 mg (0.58 mmol) 2-(1-Isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid methyl ester and 151.9 mg (0.58 mmol) 2-bromomethyl-5-chloro-benzo[b]thiophene. Hydrolysis of the resulting esters and purification by preparative RP-HPLC (CH3CN/H2O gradient+0.05% formic acid) gave the title compounds as their formiates in form of white amorphous solids.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07741341B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-c32ae755381a41f3b8761c399aaf264e |
| 출처 메모 | uspto-grants-2010_06 |