Water → 3-(4-Methylpiperazin-1-yl)carbonyloxy-2-(1,5-naphthyridin-2-yl)isoindolin-1-one

HRID 259643노트

반응식

HRID 259643 반응식
[H-].[Na+].[OH:3][CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]1[C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][N:20]=2)[N:15]=1.Cl[C:25]([N:27]1[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]1)=[O:26].O>CN(C)C=O>[CH3:33][N:30]1[CH2:31][CH2:32][N:27]([C:25]([O:13][CH:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4](=[O:3])[N:5]2[C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][N:20]=3)[N:15]=2)=[O:26])[CH2:28][CH2:29]1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 30169354-Methyl-1-piperazinecarbonyl chlorideHCID 214220833-Hydroxy-2-(1,5-naphthyridin-2-yl)isoindolin-1-one

생성물 1

HCID 214443863-(4-Methylpiperazin-1-yl)carbonyloxy-2-(1,5-naphthyridin-2-yl)isoindolin-1-one수율 56%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
13 °C

실험 절차

A suspension of sodium hydride (50% dispersion in mineral oil) (1.46 g.) in anhydrous dimethylformamide (80 cc.) is added to a suspension of 3-hydroxy-2-(1,5-naphthyridin-2-yl)isoindolin-1-one (7 g.) in anhydrous dimethylformamide (410 cc.). When the evolution of gas has ceased, a solution of 1-chlorocarbonyl-4-methyl-piperazine (4.6 g.) in anhydrous dimethylformamide (25 cc.) is added dropwise. After stirring for 4 hours, the reaction mixture is poured into water (3,000 cc.) cooled to 13° C. The precipitate is filtered off, washed with water (75 cc.) and then dried to yield 3-(4-methylpiperazin-1-yl)carbonyloxy-2-(1,5-naphthyridin-2-yl) isoindolin-1-one (5.7 g.) melting at 170°-171° C. After recrystallisation from acetonitrile (50 cc.), the products melts at 173° C.

후처리

  1. filtrationThe precipitate is filtered off
  2. washwashed with water (75 cc.)
  3. customdried

출처 및 근거

ORD 기록
ord-43644f201fec460e86b259fed13f4637
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04038391

반응 노트

불러오는 중…