N-bromobutanimide → 7-Benzyloxy-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester

HRID 706261노트

반응식

HRID 706261 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[C:11]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:10]=2)=[O:5])[CH3:2].[Br:25]N1C(=O)CCC1=O>C(#N)C>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:25])[C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[C:11]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:10]=2)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 671103537-Benzyloxy-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester

생성물 1

HCID 866170887-Benzyloxy-1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester수율 74.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

A suspension of 2.48 g (7.67 mmol) of 7-benzyloxy-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester and 1.43 g (8.0 mmol) of N-bromosuccinimide in 25 mL of acetonitrile was heated to 70° C. for ten minutes. The reaction was cooled and a white solid precipitated out of solution. The solid was collected by filtration through a medium glass fritted filter and washed with cold acetonitrile to give 2.3 g of the title compound; MS (ESI+): 402.2, 404.2 e/z (M+1, 79Br/81Br)

후처리

  1. temperatureThe reaction was cooled
  2. customa white solid precipitated out of solution
  3. filtrationThe solid was collected by filtration through a medium glass fritted filter
  4. washwashed with cold acetonitrile

출처 및 근거

ORD 기록
ord-638691f5b25c42daac2a9720b397ecd4
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174976B2

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