Ethyl cyanoacetate → Ethyl 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylate

HRID 1662018

반응식

HRID 1662018 반응식
[NH2:1]/[C:2](/[CH3:7])=[CH:3]\[C:4](=O)[CH3:5].[C:8]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])#N.C1C[O:19]CC1>>[CH3:5][C:4]1[CH:3]=[C:2]([CH3:7])[NH:1][C:8](=[O:19])[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

4

반응물 3

HCID 7764Ethyl cyanoacetateHCID 8028Tetrahydrofuran2회HCID 5355751(3Z)-4-Amino-3-penten-2-one

생성물 1

HCID 247443Ethyl 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylate수율 19.9%

실험 절차

A solution of (Z)-4-aminopent-3-en-2-one (20.0 g, 0.2 mol) in dry THF (20 mL) is added to a solution of ethyl cyanoacetate (22.6 g, 0.2 mol) and TEA (20.2 g, 0.2 mol) in dry THF (200 mL). The reaction mixture is heated at reflux for 56 hours and then concentrated. The residue is kept standing at RT for 5 hours and the precipitate is filtered and washed with EtOAc to afford the title compound (7.3 g, 19.9% yield). MS (m/z): 196.0 (M+H).

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 56 hours
  3. concentrationconcentrated
  4. filtrationthe precipitate is filtered
  5. washwashed with EtOAc

출처 및 근거

ORD 기록
ord-6c697817bdac4623b08e648de7cc0b58
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030302B2

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