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

HRID 439905

反応式

HRID 439905 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

According to the invention there is provided a process for the preparation of N-[2-[4-(aminosulfonyl)phenyl]ethyl]-5-methylpyrazine-carboxamide of the formula I: ##STR15## consisting of: i) treating 5-methylpyrazine-2-carboxylic acid of the formula VIII: ##STR16## with methanol under reflux to obtain 5-methylpyrazine-2-carboxylic acid methyl ester of the formula VIII A ##STR17## ii) reacting 5-methylpyrazine-2-carboxylic acid methyl ester of the formula VIII A with 2-phenylethylamine of the formula II: ##STR18## at 100° to 200° C. to obtain 5-methylpyrazine 2-(2-phenylethyl) carboxamide of the formula IX: ##STR19## 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: ##STR20## iv) and treating the (N-[2-[4-(chlorosulfonyl)phenyl]ethyl]-5-methyl pyrazine-carboxamide] of the formula X with ammonia to obtain N-[2-[4-(aminosulfonyl)phenyl]ethyl]-5-methylpyrazine carboxamide of the formula I.

後処理

  1. customis provided a process

出典と根拠

ORDレコード
ord-2edf1d1ea0ff4df987de622771f7d18a
出典データセット
uspto-grants-1996_05
特許番号
US05516906

関連ノート

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