Potassium Carbonate → N-(3-(2-(2-methoxyphenyl)-2-oxoethoxy)phenyl)picolinamide

HRID 38240

반응식

HRID 38240 반응식
C([O-])([O-])=O.[K+].[K+].Br[CH2:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18])=[O:10].[OH:19][C:20]1[CH:21]=[C:22]([NH:26][C:27](=[O:34])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH:23]=[CH:24][CH:25]=1>CC(C)=O>[CH3:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9](=[O:10])[CH2:8][O:19][C:20]1[CH:21]=[C:22]([NH:26][C:27](=[O:34])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH:23]=[CH:24][CH:25]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 123440Bromomethyl 2-methoxyphenyl ketoneHCID 28739650N-(3-hydroxyphenyl)picolinamide

생성물 1

HCID 42644553N-(3-(2-(2-methoxyphenyl)-2-oxoethoxy)phenyl)picolinamide수율 55.3%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
50 °C

실험 절차

According to Scheme 2: K2CO3 (2.33 mmol, 323 mg) and 2-bromo-1-(2-methoxyphenyl)ethanone (0.47 mmol, 107 mg) were added sequentially to a solution of N-(3-hydroxyphenyl)picolinamide (0.47 mmol, 100 mg) in acetone (3 mL). The reaction mixture was stirred at 50° C. for 14 hours. After filtration and evaporation, the crude product was diluted with water and with DCM. The organic phase was washed with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was triturated with Et2O to obtain N-(3-(2-(2-methoxyphenyl)-2-oxoethoxy)phenyl)picolinamide (0.26 mmol, 94 mg, 55%) as a yellow solid.

후처리

  1. filtrationAfter filtration and evaporation
  2. additionthe crude product was diluted with water and with DCM
  3. washThe organic phase was washed with brine
  4. dry with materialwas dried over MgSO4
  5. filtrationwas filtered
  6. concentrationwas concentrated under reduced pressure
  7. customThe crude product was triturated with Et2O

출처 및 근거

ORD 기록
ord-ca2c645abd7844929f0c2959f162356b
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524726B2

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