Ethyl 3-(2-methoxypyrimidin-5-yl)acrylate → Ethyl 3-(2-methoxypyrimidin-5-yl)propionate

HRID 411285노트

반응식

HRID 411285 반응식
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][N:4]=1>C(O)C.C(N(CC)CC)C.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][N:4]=1

참가 물질

5

반응물 1

HCID 53940995Ethyl 3-(2-methoxypyrimidin-5-yl)acrylate

생성물 1

HCID 21936233Ethyl 3-(2-methoxypyrimidin-5-yl)propionate

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8471Triethylamine용매

실험 절차

A suspension of ethyl 3-(2-methoxypyrimidin-5-yl)acrylate (52.4 g, 0.252 mol) in ethanol (400 ml) and triethylamine (50 ml) was treated with 10% palladium on carbon (3 g) and hydrogenated at 50 psi for 1.75 h. The catalyst was filtered off through hyflo and the filtrate evaporated. The residue was dissolved in dichloromethane, washed twice with saturated aqueous ammonium chloride, dried (MgSO4) and evaporated to an oil, yield 41.2 g (78%). 1H-NMR (CDCl3) δ1.23 (3H, t), 2.61 (2H, t), 2.87 (2H, t), 3.99 (3H, s), 4.13 (2H, q), 8.39 (2H, s); MS (APCI+) found (M+H)=211; C10H14N2O3 requires 210.

후처리

  1. filtrationThe catalyst was filtered off through hyflo
  2. customthe filtrate evaporated
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washwashed twice with saturated aqueous ammonium chloride
  5. dry with materialdried (MgSO4)
  6. customevaporated to an oil, yield 41.2 g (78%)

출처 및 근거

ORD 기록
ord-0580867510f1466e9b09bd89e236c93c
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559155B1

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