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

HRID 546102ノート

反応式

HRID 546102 の反応式
[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

参加物

7

反応物 3

HCID 887MethanolHCID 9321HydrazineHCID 67188885HCID 67188885、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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+].

後処理

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

出典と根拠

ORDレコード
ord-c1aa66a301824c29b9cebee706986221
出典データセット
uspto-grants-2011_05
特許番号
US07935699B2

反応ノート

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