5-Methyl-2-pyrazinecarboxylic acid → 2-Pyrazinecarboxylic acid, 5-methyl-, methyl ester

HRID 439907

반응식

HRID 439907 반응식
NS(C1C=CC(CCN[C:14]([C:16]2[CH:21]=[N:20][C:19]([CH3:22])=[CH:18][N:17]=2)=[O:15])=CC=1)(=O)=O.CC1N=CC([C:30](O)=[O:31])=NC=1>CO>[CH3:30][O:31][C:14]([C:16]1[CH:21]=[N:20][C:19]([CH3:22])=[CH:18][N:17]=1)=[O:15]

참가 물질

4

반응물 2

HCID 1228315-Methyl-2-pyrazinecarboxylic acidHCID 98835494-(2-(5-Methylpyrazine-2-carboxamido)ethyl)benzenesulfonamide

생성물 1

HCID 4650652-Pyrazinecarboxylic acid, 5-methyl-, methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A process for the preparation of N-[2-[4-(aminosulfonyl)phenyl]ethyl]-5-methylpyrazine-carboxamide of the formula I: ##STR21## consisting of: i) treating 5-methylpyrazine-2-carboxylic acid of the formula VIII: ##STR22## with methanol under reflux to obtain 5-methylpyrazine-2-carboxylic acid methyl ester of the formula VIII A: ##STR23## ii) reacting 5-methylpyrazine-2-carboxylic acid methyl ester of the formula VIII A with 2-phenylethylamine of the formula II: ##STR24## at 100° to 200° C. to obtain 5-methylpyrazine 2-(2-phenylethyl) carboxamide of the formula IX: ##STR25## iii) chlorosulfonating the 5-methylpyrazine-2-(2-phenylethyl)carboxamide of the formula IX with chlorosulfonic acid at 0°-45° C. to obtain [N-[2-[4-(chlorosulfonyl)phenyl]ethyl]-5-methylpyrazine carboxamide] of the formula X: ##STR26## iv) and treating the [N-[2-[4-(chlorosulfonyl)phenyl]ethyl]-5-methyl purazinecarboxamide] of the formula X with ammonia to obtain N-[2-[4-(aminosulfonyl)phenyl]ethyl]-5-methylpyrazine carboxamide of the formula I.

출처 및 근거

ORD 기록
ord-d948403bfd334ae58c8b8f8b1f3c072b
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516906

연결된 노트

불러오는 중…