Metoclopramide sulfide → 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-[4-(methylsulfinyl)butoxy]benzamide

HRID 1086049

반응식

HRID 1086049 반응식
NC1C(Cl)=CC(C(NCCN(CC)CC)=[O:7])=C(OCCSC)C=1.[NH2:24][C:25]1[C:40]([Cl:41])=[CH:39][C:28]([C:29]([NH:31][CH2:32][CH2:33][N:34]([CH2:37][CH3:38])[CH2:35][CH3:36])=[O:30])=[C:27]([O:42][CH2:43][CH2:44][CH2:45][CH2:46][S:47][CH3:48])[CH:26]=1>>[NH2:24][C:25]1[C:40]([Cl:41])=[CH:39][C:28]([C:29]([NH:31][CH2:32][CH2:33][N:34]([CH2:35][CH3:36])[CH2:37][CH3:38])=[O:30])=[C:27]([O:42][CH2:43][CH2:44][CH2:45][CH2:46][S:47]([CH3:48])=[O:7])[CH:26]=1

참가 물질

3

반응물 2

HCID 124098Metoclopramide sulfideHCID 143725774-Amino-5-chloro-N-[2-(diethylamino]ethyl]-2-[4-(methylthio)butoxy]benzamide

생성물 1

HCID 143725784-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-[4-(methylsulfinyl)butoxy]benzamide수율 78%

실험 절차

The general procedure from Example 21 is repeated except that the 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-[2-(methylthio)ethoxy]benzamide utilized therein was replaced with the product from Step A to give the title compound in 78% yield after chromatography on silica and crystallization from methylene chloride-ether, as a solid, mp. 80°-83° C.

출처 및 근거

ORD 기록
ord-3736ffac7be74bff8be8bf8d8d0b9c07
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05011992

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