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

HRID 1178998노트

반응식

HRID 1178998 반응식
[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

참가 물질

6

반응물 4

HCID 75646CyclopropanemethanamineHCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 58975120HCID 58975120, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eb26ec93aebd4a0d88f68035133485a1
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276516B2

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