Dimethylformamide → 4-(6-Chloro-3-[3-(2-chloro-3-fluorophenyl)-ureido]-2-hydroxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 2233153노트

반응식

HRID 2233153 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:22]([Cl:23])=[CH:21][CH:20]=[C:19]([NH2:24])[C:18]=2[OH:25])(=[O:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:26][C:27]1[C:28]([F:38])=[C:29]([CH:35]=[CH:36][CH:37]=1)C(N=[N+]=[N-])=O.C[N:40](C)[CH:41]=[O:42]>C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([S:14]([C:17]2[C:22]([Cl:23])=[CH:21][CH:20]=[C:19]([NH:24][C:41]([NH:40][C:37]3[CH:36]=[CH:35][CH:29]=[C:28]([F:38])[C:27]=3[Cl:26])=[O:42])[C:18]=2[OH:25])(=[O:15])=[O:16])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 18373502HCID 18373502, 화합물HCID 81266090HCID 81266090, 화합물

생성물 1

HCID 670770234-(6-Chloro-3-[3-(2-chloro-3-fluorophenyl)-ureido]-2-hydroxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester수율 66%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A solution of 1d (3.8 g, 9.7 mmol) and 3-chloro-2-fluorobenzoyl azide (1b) (2.9 g, 14.5 mmol) in 5 mL of N,N-dimethylformamide was stirred at room temperature for 18 h. The mixture was diluted with ethyl acetate and washed with water to give the crude material. Purification by column chromatography on silica gel, eluting with ethyl acetate/hexane (20/80, v/v), gave 3.6 g (66%) of 1e. LC-MS (m/z) 562.8 (M+H).

후처리

  1. washwashed with water
  2. customto give the crude material
  3. customPurification by column chromatography on silica gel
  4. washeluting with ethyl acetate/hexane (20/80

출처 및 근거

ORD 기록
ord-a38b303c68bd467c8b8c0d98e4329c3d
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709485B2

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