3-Cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamide → 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

HRID 430103노트

반응식

HRID 430103 반응식
[CH:1]1([CH2:6][CH:7]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)[C:8]([NH:10][C:11]2[S:12][CH:13]=[CH:14][N:15]=2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1>C(OCC)(=O)C.[Pd]>[NH2:22][C:19]1[CH:18]=[CH:17][C:16]([CH:7]([CH2:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[C:8]([NH:10][C:11]2[S:12][CH:13]=[CH:14][N:15]=2)=[O:9])=[CH:21][CH:20]=1

참가 물질

4

반응물 1

HCID 223151063-Cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamide

생성물 1

HCID 99488022-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide수율 91.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
25 °C

실험 절차

A solution of 3-cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamide (prepared in Example 22, 345 mg, 1.0 mmol) in ethyl acetate (100 mL) was treated with 10% palladium on activated carbon (34.5 mg). The reaction mixture was stirred under hydrogen gas at 60 psi at 25° C. for 6 h. The catalyst was then filtered off through a pad of celite (ethyl acetate). The filtrate was concentrated in vacuo to give 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (288.3 mg, 91.4%) as a yellow solid: mp 102-107° C.; EI-HRMS m/e calcd for C17H2N3OS (M+) 315.1405, found 315.1401.

후처리

  1. filtrationThe catalyst was then filtered off through a pad of celite (ethyl acetate)
  2. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-5690f45a4c1244c898a823ed4c5732fb
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06320050B1

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