Triethylamine → 3-(2-Chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrile

HRID 444705노트

반응식

HRID 444705 반응식
Cl[C:2]([C:6]1[C:7]([Cl:12])=[N:8][CH:9]=[CH:10][CH:11]=1)=[CH:3][C:4]#[N:5].Cl.[CH2:14]([CH:16]1[CH2:18][CH:17]1[NH2:19])[CH3:15].C(N(CC)CC)C>C(#N)C>[Cl:12][C:7]1[C:6]([C:2]([NH:19][CH:17]2[CH2:18][CH:16]2[CH2:14][CH3:15])=[CH:3][C:4]#[N:5])=[CH:11][CH:10]=[CH:9][N:8]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 129536982-Ethylcyclopropan-1-amine hydrochlorideHCID 767595933-Chloro-3-(2-chloropyridin-3-yl)acrylonitrile

생성물 1

HCID 767595953-(2-Chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrile수율 57.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 3-chloro-3-(2-chloropyridin-3-yl)acrylonitrile (1.4 g, 7.03 mmol, 1 eq.) in 15 ml of acetonitrile was added 2-ethylcyclopropanamine hydrochloride (1.02 g, 8.44 mmol, 1.2 eq.) followed by triethylamine (TEA) (1.06 g, 10.55 mmol, 1.5 eq.). The reaction was microwaved (130° C., 2000 s, fixed hold, high absorption) and the solvent evaporated. The residual oil was triturated in ethyl acetate and the white solid removed by filtration. After concentration under vacuum, the residual oil was subjected to column chromatography to give 3-(2-chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrile (0.998 g, 51% yield).

후처리

  1. customThe reaction was microwaved
  2. custom(130° C., 2000 s, fixed hold, high absorption)
  3. customthe solvent evaporated
  4. customThe residual oil was triturated in ethyl acetate
  5. customthe white solid removed by filtration
  6. concentrationAfter concentration under vacuum

출처 및 근거

ORD 기록
ord-1c51fc11b8234b18ba30d39a2625396c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476197B2

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