Water → HCID 89445280、化合物

HRID 1771808ノート

反応式

HRID 1771808 の反応式
[F:1][C:2]1[C:3]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH:17]=[CH:16][C:15]=2[F:27])=[C:4]([C:7]([O:10]C)=[CH:8][CH:9]=1)[C:5]#[N:6].B(Br)(Br)Br.O>C(Cl)Cl>[F:1][C:2]1[C:3]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH:17]=[CH:16][C:15]=2[F:27])=[C:4]([C:7]([OH:10])=[CH:8][CH:9]=1)[C:5]#[N:6]

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromideHCID 89443811HCID 89443811、化合物

生成物 1

HCID 89445280HCID 89445280、化合物収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-fluoro-2-[[2-fluoro-5-(3-fluorophenyl)phenyl]methylamino]-6-methoxy-benzonitrile (560 mg, 1.5 mmol, 1 eq) in CH2Cl2 (30 mL) was added BBr3 (1.14 g, 4.5 mmol, 3 eq) and the reaction was stirred overnight. The mixture was then poured into water, and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue obtained was purified by column chromatography (petroleum ether:EtOAc, 10:1 to 5:1) to give the title compound as a yellow oil (360 mg, 68%).

後処理

  1. extractionthe aqueous layer was extracted with EtOAc
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue obtained
  7. customwas purified by column chromatography (petroleum ether:EtOAc, 10:1 to 5:1)

出典と根拠

ORDレコード
ord-4a19a7145b134c4c9c88544a02ac3645
出典データセット
uspto-grants-2016_02
特許番号
US09249085B2

反応ノート

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