Dimethylformamide → N-[3-(3-chlorobenzoyl)-6-methylpyridin-2-yl]-N-ethylchloroacetamide

HRID 1582967

반응식

HRID 1582967 반응식
CN(C=O)C.[Cl:6][C:7]1[CH:8]=[C:9]([CH:22]=[CH:23][CH:24]=1)[C:10]([C:12]1[C:13]([NH:19][CH2:20][CH3:21])=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=1)=[O:11].[Cl:25][CH2:26][C:27](Cl)=[O:28]>N1C=CC=CC=1>[Cl:6][C:7]1[CH:8]=[C:9]([CH:22]=[CH:23][CH:24]=1)[C:10]([C:12]1[C:13]([N:19]([CH2:20][CH3:21])[C:27](=[O:28])[CH2:26][Cl:25])=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=1)=[O:11]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 6577Chloroacetyl chlorideHCID 110549023-(3-Chlorobenzoyl)-2-ethylamino-6-methylpyridine

생성물 1

HCID 22716666N-[3-(3-chlorobenzoyl)-6-methylpyridin-2-yl]-N-ethylchloroacetamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a DMF solution of 3-(3-chlorobenzoyl)-2-ethylamino-6-methylpyridine were added chloroacetyl chloride and pyridine, followed by reaction at room temperature. Thereafter, the whole was worked up and purified in a usual manner to obtain N-[3-(3-chlorobenzoyl)-6-methylpyridin-2-yl]—N-ethylchloroacetamide. To an acetonitrile solution of the compound were added N-tert-butoxycarbonylpiperazine and potassium carbonate, followed by reaction under heating. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain 2-[4-tert-butoxycarbonylpiperazin-1-yl]—N-[3-(3-chlorobenzoyl)-6-methylpyridin-2-yl]-N-ethylacetamide. The resulting compound was reacted with sodium methoxide in methanol under heating. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain 3-(1 -tert-butoxycarbonylpiperazin-4-yl)-4-(3-chlorophenyl)-1-ethyl-7-methyl-1,8-naphthyridin-2(1H)-one. NMR1: 4.73 (2H, q, J=7.3 Hz), 3.15-3.35 (2H, m), 1.38 (9H, s).

후처리

  1. customfollowed by reaction at room temperature
  2. custompurified in a usual manner

출처 및 근거

ORD 기록
ord-2b7066718f6d4a3d956f6504ca1831b0
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06740662B1

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