Cyclopropanemethanamine → N-Cyclopropylmethyl-4-(3-isopropyl-indole-1-sulfonyl)-benzamide

HRID 737063ノート

反応式

HRID 737063 の反応式
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:13]([C:16]2[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH:5]=1)([CH3:3])[CH3:2].C1CN([P+](ON2N=[N:49][C:44]3[CH:45]=[CH:46][CH:47]=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.C1(CN)CC1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH:45]1([CH2:44][NH:49][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][C:16]([S:13]([N:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:4]([CH:1]([CH3:2])[CH3:3])=[CH:5]3)(=[O:14])=[O:15])=[CH:17][CH:18]=2)[CH2:47][CH2:46]1

参加物

6

反応物 4

HCID 75646CyclopropanemethanamineHCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 58975120HCID 58975120、化合物

生成物 1

HCID 58975017N-Cyclopropylmethyl-4-(3-isopropyl-indole-1-sulfonyl)-benzamide収率 87.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Stir mixture of 4-(3-isopropyl-indole-1-sulfonyl)-benzoic acid (0.181 g, 0.53 mmol), PyBOP (0.243 g, 0.55 mmol) and cyclopropylmethyl amine (0.064 g, 0.59 mmol) in CH2Cl2 (20 mL) add Hunigs base (0.28 mL, 1.62 mmol) under N2. Stir the resulting mixture overnight at ambient temperature. Extract the reaction with H2O, wash with brine dry (MgSO4), filter, evaporate and chromatograph using hexane-EtOAc (0-100%) to give 0.183 g of the title compound as an off white solid: Mass spectrum (m/e) (M+H) 397.1593; found 397.1586.

後処理

  1. stirringStir the resulting mixture overnight at ambient temperature
  2. extractionExtract
  3. customthe reaction with H2O
  4. washwash with brine
  5. dry with materialdry (MgSO4)
  6. filtrationfilter
  7. customevaporate

出典と根拠

ORDレコード
ord-a01292e7c9d24f989f28b9efe78d54eb
出典データセット
uspto-grants-2009_09
特許番号
US07595339B2

反応ノート

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