化工社化工社 化学情報印刷レポート · 研究参考用
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
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-(Bromomethyl)-5-chloro-1-benzothiophene | HCID 13642606 | — |
| 反応物 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 反応物 | 2-(1-Isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid methyl ester | HCID 68616159 | — |
| 溶媒 | Formic Acid | HCID 284 | — |
| 生成物 | 3-(5-Chloro-benzo[b]thiophen-2-ylmethyl)-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-3H-benzoimidazole-4-carboxylic acid | HCID 67011348 | — |
| 生成物 | HCID 67012030 | HCID 67012030 | — |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07741341B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-c32ae755381a41f3b8761c399aaf264e |
| 出典メモ | uspto-grants-2010_06 |