Cyclopentylamine → 4-Bromo-5-(4-chlorophenyl)-N-cyclopentylisoxazole-3-carboxamide

HRID 1510427ノート

反応式

HRID 1510427 の反応式
[Br:1][C:2]1[C:3]([C:14]([O:16]CC)=O)=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[CH:19]1([NH2:24])[CH2:23][CH2:22][CH2:21][CH2:20]1>C(O)C>[Br:1][C:2]1[C:3]([C:14]([NH:24][CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:16])=[N:4][O:5][C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=1

参加物

4

反応物 2

HCID 2906CyclopentylamineHCID 67121165Ethyl 4-bromo-5-(4-chlorophenyl)isoxazole-3-carboxylate

生成物 1

HCID 533260944-Bromo-5-(4-chlorophenyl)-N-cyclopentylisoxazole-3-carboxamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl 4-bromo-5-(4-chlorophenyl)isoxazole-3-carboxylate (213 mg, 0.70 mmol) and cyclopentylamine (0.70 mL, 7.0 mmol) in absolute ethanol (8 mL) was heated to reflux overnight. The volatiles were removed in vacuo and the compound was purified by silica gel chromatography eluting with 2% methanol with dichloromethane to afford the title compound: (0.21 g, 0.57 mmol). MS (ESI) m/z (M+H+): 370.9/368.8.

後処理

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customThe volatiles were removed in vacuo
  4. customthe compound was purified by silica gel chromatography
  5. washeluting with 2% methanol with dichloromethane

出典と根拠

ORDレコード
ord-1dc88497cf854c18aed5c14a1643c623
出典データセット
uspto-grants-2012_07
特許番号
US08211927B2

反応ノート

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