Pentanenitrile, 4,4-dimethyl-3-oxo- → ethyl 3-(3-(3-t-butyl-5-amino-1H-pyrazol-1-yl)phenyl)propanoate

HRID 16955

反応式

HRID 16955 の反応式
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][NH2:14])[CH:8]=1)[CH3:2].[CH3:16][C:17]([CH3:24])([CH3:23])[C:18](=O)[CH2:19][C:20]#[N:21]>C(O)C>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N:13]2[C:20]([NH2:21])=[CH:19][C:18]([C:17]([CH3:24])([CH3:23])[CH3:16])=[N:14]2)[CH:8]=1)[CH3:2]

参加物

4

反応物 2

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 588429213-(3-Hydrazinophenyl)propionic acid ethyl ester

生成物 1

HCID 58842892ethyl 3-(3-(3-t-butyl-5-amino-1H-pyrazol-1-yl)phenyl)propanoate収率 85.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of Example Y (13 g, 53.3 mmol) and 4,4-dimethyl-3-oxo-pentanenitrile (6.9 g, 55 mol) in ethanol (150 mL) was heated to reflux overnight. The reaction solution was evaporated under reduced pressure. The residue was purified by column chromatography to give 3-[3-(5-amino-3-t-butyl-pyrazol-1-yl)-phenyl]-propionic acid ethyl ester (14.3 g, 45.4 mmol) as a white solid. 1H NMR (DMSO-d6): 7.39-7.32 (m, 3H), 7.11 (d, J=6.8 Hz, 1H), 5.34 (s, 1H), 5.16 (s, 2H), 4.03 (q, J=7.2 Hz, 2H), 2.88 (t, J=7.6 Hz, 2H), 2.63 (t, J=7.6 Hz, 2H), 1.19 (s, 9H), 1.15 (t, J=7.2 Hz, 3H).

後処理

  1. temperatureto reflux overnight
  2. customThe reaction solution was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-07529dbc42134ba2b0775176156d04e0
出典データセット
uspto-grants-2010_06
特許番号
US07737283B2

関連ノート

読み込み中…