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Boron tribromide → n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-hydroxy-phenyl)-propionamide

HRID 413421
ノート
印刷プレビュー

反応式

HRID 413421 の反応式
B(Br)(Br)Br.[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([NH:21][C:22](=[O:33])[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31]C)[CH:26]=2)([C:15]2[N:16]([CH3:20])[CH:17]=[N:18][CH:19]=2)[CH3:14])=[CH:9][C:8]=1[F:34])#[N:6]>C(Cl)(Cl)Cl>[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([NH:21][C:22](=[O:33])[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[CH:26]=2)([C:15]2[N:16]([CH3:20])[CH:17]=[N:18][CH:19]=2)[CH3:14])=[CH:9][C:8]=1[F:34])#[N:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 18533208n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide

生成物 1

HCID 18533203n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-hydroxy-phenyl)-propionamide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
20 °C

実験手順

BBr3 (1M in CH2Cl2 ) (4 mL) was added slowly to a solution of N-[1-(4-cyano-3-fluoro-phenyl)-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide (0.123 g, 0.25 mmol) in CHCl3 (2 mL) at 0° C. After 10 min the ice bath was removed and the mixture stirred at 20° C. for 20 min. The mixture was cooled to 0° C., quenched with saturated NaHCO3 solution (25 mL), then extracted with EtOAc (3×50 mL). The organic layers were combined, washed with water, brine, dried (Na2SO4), filtered, and concentrated to give the title compound.

後処理

  1. customAfter 10 min the ice bath was removed
  2. temperatureThe mixture was cooled to 0° C.
  3. customquenched with saturated NaHCO3 solution (25 mL)
  4. extractionextracted with EtOAc (3×50 mL)
  5. washwashed with water, brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-55d1297a43a7485eb7d8aebccfdfda16
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06566385B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート