Dimethylformamide → 5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one

HRID 80958

반응식

HRID 80958 반응식
[CH3:1][C:2]([O-])([CH3:4])[CH3:3].[K+].[Br:7][C:8]1[CH:9]=[CH:10][C:11](=[O:14])[NH:12][CH:13]=1.C1(CBr)CC1.CN(C)C=O>O1CCCC1.C(OCC)(=O)C>[Br:7][C:8]1[CH:9]=[CH:10][C:11](=[O:14])[N:12]([CH2:1][CH:2]2[CH2:4][CH2:3]2)[CH:13]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 81503BromomethylcyclopropaneHCID 5995285-Bromo-2-hydroxypyridineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 596357015-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

KOtBu (0.68 g) was added to a solution of 5-bromo-1H-pyridin-2-one (1.00 g) in tetrahydrofuran (20 mL) at room temperature. After stirring for 30 min, cyclopropylmethyl bromide (0.77 mL) and N,N-dimethylformamide (3 mL) were added to the suspension and the resulting mixture was warmed to 70° C. After stirring the mixture at 70° C. for 2 h, the reaction was finished. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (2×20 mL) and brine (20 mL). Then, the solution was dried (MgSO4) and the solvent was removed to give the title compound as a colorless oil.

후처리

  1. stirringAfter stirring the mixture at 70° C. for 2 h
  2. temperatureThe mixture was cooled to room temperature
  3. washwashed with water (2×20 mL) and brine (20 mL)
  4. dry with materialThen, the solution was dried (MgSO4)
  5. customthe solvent was removed

출처 및 근거

ORD 기록
ord-0b23650c1b574f3fb3190dbcc701bae9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846668B2

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