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

HRID 38240

反応式

HRID 38240 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ca2c645abd7844929f0c2959f162356b
出典データセット
uspto-grants-2013_09
特許番号
US08524726B2

関連ノート

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