Dimethylformamide dimethyl acetal → (E)-ethyl 4-(2-(dimethylamino)vinyl)-2-(methylthio)pyrimidine-5-carboxylate

HRID 41479

반응식

HRID 41479 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:14])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])[CH3:2].[CH3:15][N:16]([CH:18](OC)OC)[CH3:17]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7](/[CH:14]=[CH:15]/[N:16]([CH3:18])[CH3:17])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 188208Ethyl-2-methylthio-4-methyl-5-pyrimidine carboxylate

생성물 1

HCID 86657908(E)-ethyl 4-(2-(dimethylamino)vinyl)-2-(methylthio)pyrimidine-5-carboxylate수율 62%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester 3 (18.0 g, 84.8 mmol) was dissolved in DMF (50 mL), N,N-Dimethylformamidedimethylacetal (22.5 mL, 170 mmol) and stirred at reflux for 3 hours. Then mixture was concentrated, the residue was dissolved in TCM, washed with water, dried, filtered, and concentrated. The product was purified by crystallization from ether to yield in a colorless solid (14.0 g, 52.5 mmol, 62%).

후처리

  1. temperatureat reflux for 3 hours
  2. concentrationThen mixture was concentrated
  3. dissolutionthe residue was dissolved in TCM
  4. washwashed with water
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe product was purified by crystallization from ether

출처 및 근거

ORD 기록
ord-dc974b9b448b4f40ae01977f5f513159
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530650B2

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