N-bromobutanimide → HCID 178509106、化合物

HRID 1452748ノート

反応式

HRID 1452748 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([NH2:13])[NH:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1.[Br:14]N1C(=O)CCC1=O>C1COCC1>[Br:14][C:9]1[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[N:12][NH:11][C:10]=1[NH2:13]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 1785072813-(3-chlorophenyl)-1H-pyrazol-5-amine

生成物 1

HCID 178509106HCID 178509106、化合物収率 80.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirring solution of 5-(3-chloro-phenyl)-2H-pyrazol-3-ylamine (1.53 g, 7.9 mmol) in THF (32 mL) was added N-bromosuccinimide (1.55 g, 8.7 mmol). The reaction mixture was stirred for 5 h at room temperature, then absorbed on silica gel. Purification on silica gel with 0-10% MeOH in CH2Cl2 as eluent provided 1.73 g (80%) of 4-bromo-5-(3-chloro-phenyl)-2H-pyrazol-3-ylamine as a brown solid. 1H NMR (d6-DMSO) δ: 12.2 and 12.4 (2 broad s, 1H, NH+tautomer), 7.77 (s, 1H), 7.73 (broad s, 1H), 7.48 (broad s, 1H), 7.43 (broad s, 1H), 5.30 (broad s, 1H, NH), 4.82 (broad s, 1H, NH); HPLC/MS m/z: 272 [MH]+.

後処理

  1. customabsorbed on silica gel
  2. customPurification on silica gel with 0-10% MeOH in CH2Cl2 as eluent

出典と根拠

ORDレコード
ord-ef0b2e83705d4219bba27c2ad6fce27e
出典データセット
uspto-grants-2009_01
特許番号
US07473783B2

反応ノート

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