Propylamine → ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate

HRID 444695노트

반응식

HRID 444695 반응식
Cl[C:2]([C:11]1[C:12]([Cl:17])=[N:13][CH:14]=[CH:15][CH:16]=1)=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:18]([NH2:21])[CH2:19][CH3:20]>O1CCCC1>[Cl:17][C:12]1[C:11](/[C:2](/[NH:21][CH2:18][CH2:19][CH3:20])=[C:3](\[C:9]#[N:10])/[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:16][CH:15]=[CH:14][N:13]=1

참가 물질

4

반응물 2

HCID 7852PropylamineHCID 86654759Ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate

생성물 1

HCID 58319383ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate수율 74.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

To a solution of ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.3 g, 1.10 mmol, 1 eq.) in 5 ml of tetrahydrofuran was added propylamine (0.131 g, 2.21 mmol, 2 eq.) at room temperature. After being stirred for 8 h at 80° C., the mixture was evaporated. The residue was diluted with AcOEt and the precipitate was filtered off. The filtrate was evaporated and the residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate (0.240 g, 74% yield).

후처리

  1. customthe mixture was evaporated
  2. additionThe residue was diluted with AcOEt
  3. filtrationthe precipitate was filtered off
  4. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-e5f3d28943ad4489abf51a9845c02846
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476197B2

반응 노트

불러오는 중…