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

HRID 518259

反応式

HRID 518259 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.[CH3:9][C:10]([CH3:13])([O-])[CH3:11].[K+].BrCC1CC1>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[N:6]([CH2:9][CH:10]2[CH2:13][CH2:11]2)[CH:7]=1

参加物

6

反応物 3

HCID 81503BromomethylcyclopropaneHCID 23665647Potassium tert-butoxideHCID 178515818HCID 178515818、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5-bromopyridin-2-ol (1.0 g, 5.75 mmol) in DMF (10 mL) at RT, potassium tert-butoxide (0.68 g, 6.07 mmol) was added and the mixture was stirred for 30 min. To this mixture, (bromomethyl)cyclopropane (1.03 g, 8.62 mmol) was added, and the resulting mixture was stirred at 70° C. for 2 h. The mixture was allowed to cool to RT, diluted with EtOAc (50 mL) and quenched with water (20 mL). The organic layer was washed with water (2×20 mL) and brine (20 mL), dried over anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo to afford 5-bromo-1-(cyclopropylmethyl)pyridin-2(1H)-one.

後処理

  1. stirringthe resulting mixture was stirred at 70° C. for 2 h
  2. customquenched with water (20 mL)
  3. washThe organic layer was washed with water (2×20 mL) and brine (20 mL)
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-8da7c754576248148ca49936b4896902
出典データセット
uspto-grants-2015_08
特許番号
US09115141B2

関連ノート

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