Boron tribromide → 2-(2,6-Difluorophenyl)quinazolin-8-ol

HRID 408475ノート

反応式

HRID 408475 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[N:18]=[CH:17][C:16]2[C:11](=[C:12]([O:19]C)[CH:13]=[CH:14][CH:15]=2)[N:10]=1.B(Br)(Br)Br>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[N:18]=[CH:17][C:16]2[C:11](=[C:12]([OH:19])[CH:13]=[CH:14][CH:15]=2)[N:10]=1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 583868032-(2,6-Difluorophenyl)-8-methoxyquinazoline

生成物 1

HCID 583867962-(2,6-Difluorophenyl)quinazolin-8-ol収率 94%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of the 2-(2,6-difluorophenyl)-8-methoxyquinazoline (1.0 eq) in methylene chloride (0.23M) was added BBr3 (2.0 eq) at room temperature. The reaction mixture was stirred overnight. The solvents were removed under reduced pressure. The residue was dissolved in ethyl acetate (150 mL), and washed with NaHCO3, brine, then dried over MgSO4, filtered, and evaporated under reduced pressure to give crude product, which was purified by column (ethyl acetate:hexanes=1:2) to yield 2-(2,6-difluorophenyl)quinazolin-8-ol (94%). LC/MS (m/z): 259.0 (MH+), Rt=0.82.

後処理

  1. customThe solvents were removed under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate (150 mL)
  3. washwashed with NaHCO3, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customto give crude product, which
  8. customwas purified by column (ethyl acetate:hexanes=1:2)

出典と根拠

ORDレコード
ord-532747dbe8c44802847063e830eda47c
出典データセット
uspto-grants-2014_06
特許番号
US08759338B2

反応ノート

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