Pyridine → HCID 69671260、化合物

HRID 529875ノート

反応式

HRID 529875 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([NH:12][CH:13]([CH:15]([CH3:17])[CH3:16])[CH3:14])=[CH:9][C:10]#[N:11].[CH:18]1([CH2:21][C:22](Cl)=[O:23])C[CH2:19]1.N1C=CC=CC=1>ClCCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([NH:12][CH:13]([CH:15]([CH3:17])[CH3:16])[CH3:14])=[C:9]([C:22](=[O:23])[CH2:21][CH2:18][CH3:19])[C:10]#[N:11]

参加物

5

反応物 3

HCID 1049PyridineHCID 143262682-Cyclopropylacetyl chlorideHCID 69671093HCID 69671093、化合物

生成物 1

HCID 69671260HCID 69671260、化合物収率 79%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
80 °C

実験手順

To a solution of 3-(2-chlorophenyl)-3-[(3-methylbutan-2-yl)amino]acrylonitrile (1 g, 4.02 mmol, 1 eq.) in 1,2-dichloroethane (2 ml) were added cyclopropylacetyl chloride (1.71 g, 16.08 mmol, 4 eq.) and pyridine (1.58 g, 20.1 mmol, Seq.) and the solution was heated to 80° C. for 8 h. The reaction was quenched with 1N aq. HCl (20 ml) and extracted with ethylacetate. The organic layers were combined and washed with 1N aq. NaOH (20 ml), dired over MgSO4 and concentration under vacuum. The residual oil was subjected to column chromatography to give 2-{(2-chlorophenyl)[(3-methylbutan-2-yl)amino]methylene}-3-oxohexanenitrile (1.012 g, 75% yield).

後処理

  1. customThe reaction was quenched with 1N aq. HCl (20 ml)
  2. extractionextracted with ethylacetate
  3. washwashed with 1N aq. NaOH (20 ml), dired over MgSO4 and concentration under vacuum

出典と根拠

ORDレコード
ord-571ec33ce857474d9dc383940599cbad
出典データセット
uspto-grants-2016_05
特許番号
US09351489B2

反応ノート

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