Boron tribromide → HCID 11595444、化合物

HRID 1817500ノート

反応式

HRID 1817500 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[C:19]3[C:14](=[C:15]([C:20]([F:23])([F:22])[F:21])[CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:24][CH2:25][CH3:26])[N:12]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[C:19]3[C:14](=[C:15]([C:20]([F:23])([F:22])[F:21])[CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:24][CH2:25][CH3:26])[N:12]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 69058159HCID 69058159、化合物

生成物 1

HCID 11595444HCID 11595444、化合物収率 33.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (3-methoxyphenyl)[1-propyl-7-(trifluoromethyl)-1H-indazol-3-yl]methanone (0.24 g, 0.66 mmol) in 10 mL of CH2Cl2 containing 0.2 mL cyclohexene was cooled to −78° C. under an argon atmosphere. Boron tribromide (0.25 mL, 2.65 mmol) was added in one portion and the reaction mixture was allowed to warm to ambient temperature. The reaction was quenched by the careful addition of methanol. The reaction mixture was partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). The solvents were removed in vacuo and the residue purified by flash chromatography to give 0.077 g of the title compound (mp 118° C.) as a light yellow solid.

後処理

  1. customThe reaction was quenched by the careful addition of methanol
  2. customThe reaction mixture was partitioned with EtOAc and 1 N HCl
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customThe solvents were removed in vacuo
  6. customthe residue purified by flash chromatography

出典と根拠

ORDレコード
ord-d2cc5fb8756648ddbc66936b8abeac43
出典データセット
uspto-grants-2009_10
特許番号
US07598286B2

反応ノート

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