Pyridine → HCID 69671260, 화합물

HRID 529875노트

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HRID 529875 반응식
[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]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 143262682-Cyclopropylacetyl chlorideHCID 69671093HCID 69671093, 화합물

생성물 1

HCID 69671260HCID 69671260, 화합물수율 79%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

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온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-571ec33ce857474d9dc383940599cbad
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09351489B2

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