Methanol → 4-[1-(3-Amino-pyrazol-1-yl)-butyl]-benzoic acid methyl ester

HRID 546102노트

반응식

HRID 546102 반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([N:14]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[N:15]2)[CH2:11][CH2:12][CH3:13])=[CH:6][CH:5]=1.CO.NN>C(OCC)(=O)C.[Ni].O>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:5]=[CH:6][C:7]([CH:10]([N:14]2[CH:18]=[CH:17][C:16]([NH2:19])=[N:15]2)[CH2:11][CH2:12][CH3:13])=[CH:8][CH:9]=1

참가 물질

7

반응물 3

HCID 887MethanolHCID 9321HydrazineHCID 67188885HCID 67188885, 화합물

생성물 1

HCID 671891404-[1-(3-Amino-pyrazol-1-yl)-butyl]-benzoic acid methyl ester수율 94.1%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

The 4-[1-(3-nitro-pyrazol-1-yl)-butyl]-benzoic acid methyl ester (127 mg, 0.42 mmol) was dissolved in ethyl acetate (3 mL) and methanol (3 mL) was added. While stirring, a 50% slurry of raney nickel in water (500 μL) was added followed by hydrazine (150 μL). Immediate effervescence was observed. The reaction continued to stir and bubble for 30 min. The reaction was passed through a plug of celite and concentrated in vacuo to afford 4-[1-(3-amino-pyrazol-1-yl)-butyl]-benzoic acid methyl ester (108 mg, 94%) as a clear oil: ESI-LRMS m/e calcd for C15H19N3O2 [M+] 273.15, found 274.29 [M+H+], 547.43 [2M+H+].

후처리

  1. stirringto stir
  2. custombubble for 30 min
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c1aa66a301824c29b9cebee706986221
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935699B2

반응 노트

불러오는 중…