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

HRID 408475노트

반응식

HRID 408475 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-532747dbe8c44802847063e830eda47c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759338B2

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