Hydrazine hydrate (1:1) → 1,1-Dimethylethyl 4-[(2-amino-3-fluoro-5-methoxyphenyl)amino]-1-piperidinecarboxylate

HRID 447765노트

반응식

HRID 447765 반응식
[N+:1]([C:4]1[C:9]([F:10])=[CH:8][C:7]([O:11][CH3:12])=[CH:6][C:5]=1[NH:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1)([O-])=O.O.NN>C(O)C.[Ni]>[NH2:1][C:4]1[C:9]([F:10])=[CH:8][C:7]([O:11][CH3:12])=[CH:6][C:5]=1[NH:13][CH:14]1[CH2:15][CH2:16][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:18][CH2:19]1

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 596832591,1-Dimethylethyl 4-[(2-nitro-3-fluoro-5-methoxyphenyl)amino]-piperidinecarboxylate

생성물 1

HCID 596832781,1-Dimethylethyl 4-[(2-amino-3-fluoro-5-methoxyphenyl)amino]-1-piperidinecarboxylate

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

반응 조건

온도
40 °C

실험 절차

1,1-Dimethylethyl 4-[(2-nitro-3-fluoro-5-methoxyphenyl)amino]-piperidine-carboxylate (D12) (380 mg, 1 mmol) was dissolved in ethanol (10 ml) and Raney nickel (50% aqueous suspension, 1 ml) was added at room temperature; the mixture was heated to 40° C. and hydrazine monohydrate (0.5 ml) was added over dropwise. After 30 min more, the reaction mixture was cooled to room temperature, filtered through Celite and the solvent evaporated. The product was purified by silica gel chromatography eluting with 20 to 50% ethyl acetate in hexane to yield the title compound, 250 mg. M+-H=340.

후처리

  1. temperaturethe reaction mixture was cooled to room temperature
  2. filtrationfiltered through Celite
  3. customthe solvent evaporated
  4. customThe product was purified by silica gel chromatography
  5. washeluting with 20 to 50% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-855ec3348ecb43a0b4b98337bb3dbaa0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481566B2

반응 노트

불러오는 중…