Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1) → Methyl 2-[5-amino-3-(3-pyridyl)pyrazol-1-yl]acetate

HRID 588591ノート

反応式

HRID 588591 の反応式
O=[C:2]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)[CH2:3][C:4]#[N:5].Cl.[NH:13]([CH2:15][C:16]([O:18][CH2:19]C)=[O:17])[NH2:14]>CO>[NH2:5][C:4]1[N:13]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[N:14]=[C:2]([C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:3]=1

参加物

4

反応物 2

HCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 157315343-Oxo-3-(3-pyridinyl)propanenitrile

生成物 1

HCID 86717291Methyl 2-[5-amino-3-(3-pyridyl)pyrazol-1-yl]acetate収率 24.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
120 °C

実験手順

A mixture of 3-oxo-3-pyridin-3-ylpropane nitrile (1.31 g, 9 mmol), ethyl hydrazinoacetate hydrochloride (1.39 g, 9 mmol) in methanol (9 mL) was heated under microwave irradiation at 120° C. for 1 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (silica gel, ethyl acetate) yielding the title compound as a solid (510 mg).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by column chromatography (silica gel, ethyl acetate)

出典と根拠

ORDレコード
ord-8683257ec7794aa5bb13eaacedd774a2
出典データセット
uspto-grants-2016_01
特許番号
US09227976B2

反応ノート

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