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

HRID 2233153ノート

反応式

HRID 2233153 の反応式
[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]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 18373502HCID 18373502、化合物HCID 81266090HCID 81266090、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a38b303c68bd467c8b8c0d98e4329c3d
出典データセット
uspto-grants-2010_05
特許番号
US07709485B2

反応ノート

読み込み中…