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[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine → N-[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]-2-(methylthio)-4,6-bis(trifluoromethyl)benzamide

HRID 20851
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인쇄 미리보기

반응식

HRID 20851 반응식
[CH3:1][S:2][C:3]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([C:16]([F:19])([F:18])[F:17])[C:4]=1[C:5](Cl)=[O:6].[CH3:20][C:21]([N:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1)([CH3:30])[CH:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl.C(N(CC)CC)C>[CH3:30][C:21]([N:31]1[CH2:32][CH2:33][CH2:34][CH2:35]1)([CH3:20])[CH:22]([NH:29][C:5](=[O:6])[C:4]1[C:8]([C:16]([F:19])([F:18])[F:17])=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:3]=1[S:2][CH3:1])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 25158607[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 59347928HCID 59347928, 화합물

생성물 1

HCID 59347805N-[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]-2-(methylthio)-4,6-bis(trifluoromethyl)benzamide수율 85%

시약·촉매·용매 2

HCID 8471Triethylamine촉매HCID 6344Dichloromethane용매

실험 절차

A solution of 2-(methylthio)-4,6-bis(trifluoromethyl)benzoyl chloride D55 (60 mg; 0.19 mmol) in dry DCM (1 ml) was treated with (+)-[2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine D6 (60 mg, 0.27 mmol) followed by triethylamine (5drops) and left overnight at room temperature. The volatile components were removed under reduced pressure and the residue chromatographed on silica gel. Elution with 0-80% ethyl acetate in pentane gave the title product as an oil (80 mg, 85%). 1H NMR (CDCl3) δ: 0.94 (3H, s), 1.00 (3H, s), 1.69 (4H, overlapping m), 2.54 (3H, s), 2.62 (2H, m), 2.72 (2H, m), 4.78 (1H, s), 7.25-7.45 (6H, overlapping m), 7.68 (1H, s), 7.72 (1H, s). Mass Spectrum (Electrospray LC/MS): Found 505 (MH+) C24H26F6N2OS requires 504. Ret time 2.24 min.

후처리

  1. customThe volatile components were removed under reduced pressure
  2. customthe residue chromatographed on silica gel
  3. washElution with 0-80% ethyl acetate in pentane

출처 및 근거

ORD 기록
ord-88907c530e6d4ce8a7ff9609deb5ba75
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745642B2

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