Potassium Carbonate → (S)-4-Chloro-5-(4-chlorophenyl)-N-(tetrahydrofuran-3-yl)isoxazole-3-carboxamide

HRID 1510423노트

반응식

HRID 1510423 반응식
[Cl:1][C:2]1[C:3]([C:14](Cl)=[O:15])=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[O:17]1[CH2:21][CH2:20][C@H:19]([NH2:22])[CH2:18]1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[Cl:1][C:2]1[C:3]([C:14]([NH:22][C@H:19]2[CH2:20][CH2:21][O:17][CH2:18]2)=[O:15])=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 14243168(S)-3-AminotetrahydrofuranHCID 866520814-Chloro-5-(4-chlorophenyl)isoxazole-3-carbonyl chloride

생성물 1

HCID 67121124(S)-4-Chloro-5-(4-chlorophenyl)-N-(tetrahydrofuran-3-yl)isoxazole-3-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 4-chloro-5-(4-chlorophenyl)isoxazole-3-carbonyl chloride (24 mg, 0.087 mmol), (S)-tetrahydrofuran-3-amine (13 μL, 0.13 mmol), and potassium carbonate (36 mg, 0.261 mmol) in dichloromethane (1 mL) was stirred for 48 hours. The volatiles were removed in vacuo, and the residue was purified by silica gel chromatography, eluting with dichloromethane 5% methanol in dichloromethane to afford the title compound: (19.1 mg, 0.059 mmol). MS (ESI) m/z (M+H+): 327.2/329.2.

후처리

  1. customThe volatiles were removed in vacuo
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with dichloromethane 5% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-2872ba4bbeca488d9ab2fad3869082e8
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211927B2

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