Hydrazine, ethyl-, ethanedioate (1:1) → 4-(5-benzyl-1-ethyl-(1H-pyrazol-3-yl))-1-t-butoxycarbonylpiperidine

HRID 278196노트

반응식

HRID 278196 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[CH2:15][C:16](=O)[CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C(O)=O.[CH2:32]([NH:34][NH2:35])[CH3:33]>CO>[CH2:17]([C:16]1[N:34]([CH2:32][CH3:33])[N:35]=[C:14]([CH:11]2[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]2)[CH:15]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 96181Hydrazine, ethyl-, ethanedioate (1:1)HCID 18187492Tert-butyl 4-(3-oxo-4-phenylbutanoyl)piperidine-1-carboxylate

생성물 1

HCID 181875724-(5-benzyl-1-ethyl-(1H-pyrazol-3-yl))-1-t-butoxycarbonylpiperidine

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

1-(1-(t-Butoxycarbonyl)piperidin-4-yl)-4-phenylbutane-1,3-dione from Step A, from Method A or Method B, Step B3, (0.851 g, 2.46 mmol) in methanol (25 mL) was added over 10 min to a suspension of ethylhydrazine oxalate (0.444 g, 2.96 mmol) in methanol (5 mL) in a 60° C. oil bath. After 15 h, the reaction was concentrated in vacuo and the residue was purified by repeated FC using a gradient of 50-100% ethyl acetate in hexanes to give first 4-(5-benzyl-1-ethyl-(1H)-pyrazol-3-yl)-1-(t-butoxycarbonyl)piperidine (0.148 g total) as the higher Rf product isomer and then the title compound (0.373 g total) as the lower Rf.

후처리

  1. concentrationthe reaction was concentrated in vacuo
  2. customthe residue was purified

출처 및 근거

ORD 기록
ord-aed7462254044a879c7c6e67b28059ee
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358979B1

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