3-Chloro-N-methoxy-N-methylpyrazine-2-carboxamide → [4-(Benzyloxy)phenyl](3-chloropyrazin-2-yl)methanone

HRID 573311ノート

反応式

HRID 573311 の反応式
[Cl:1][C:2]1[C:3]([C:8](N(OC)C)=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[CH2:14]([O:21][C:22]1[CH:27]=[CH:26][C:25]([Mg]Br)=[CH:24][CH:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1COCC1>[CH2:14]([O:21][C:22]1[CH:27]=[CH:26][C:25]([C:8]([C:3]2[C:2]([Cl:1])=[N:7][CH:6]=[CH:5][N:4]=2)=[O:9])=[CH:24][CH:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

4

反応物 2

HCID 534175293-Chloro-N-methoxy-N-methylpyrazine-2-carboxamideHCID 178419638HCID 178419638、化合物

生成物 1

HCID 86688975[4-(Benzyloxy)phenyl](3-chloropyrazin-2-yl)methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 3-chloro-N-methoxy-N-methylpyrazine-2-carboxamide (2.05 g) in THF (50 mL) was added dropwise [4-(benzyloxy)phenyl]magnesium bromide in THF (12 mL) at 0° C. After stirring at 0° C. for 2 h, the mixture was quenched with water and extracted with AcOEt. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (2.47 g).

後処理

  1. customthe mixture was quenched with water
  2. extractionextracted with AcOEt
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

出典と根拠

ORDレコード
ord-c8087302b1f44c80af4ed5eeb2214e86
出典データセット
uspto-grants-2015_05
特許番号
US09029536B2

反応ノート

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