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Boron tribromide → HCID 136346960, 화합물

HRID 1428932
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HRID 1428932 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([O:18]C)=[CH:15][CH:16]=3)[C:11](=[O:20])[N:10]([CH2:21][C:22]([N:24]([CH3:35])[C:25]3[CH:34]=[CH:33][C:28]4[N:29]=[C:30]([CH3:32])[O:31][C:27]=4[CH:26]=3)=[O:23])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.B(Br)(Br)Br.C([O-])(O)=O.[Na+]>C(Cl)Cl.O>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=3)[C:11](=[O:20])[N:10]([CH2:21][C:22]([N:24]([CH3:35])[C:25]3[CH:34]=[CH:33][C:28]4[N:29]=[C:30]([CH3:32])[O:31][C:27]=4[CH:26]=3)=[O:23])[N:9]=2)[CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 86298931HCID 86298931, 화합물

생성물 1

HCID 136346960HCID 136346960, 화합물수율 74.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(4-(3-fluorophenyl)-7-methoxy-1-oxophthalazin-2(1H)-yl)-N-methyl-N-(2-methylbenzo[d]oxazol-6-yl)acetamide (example 70) (4.0 g, 8.469 mmol) in DCM (30 mL) was added BBr3 (4.8 mL, 50.8 mmol) at 0° C. The reaction mixture was stirred at rt overnight then diluted with water (150 mL), neutralized with NaHCO3, then extracted with DCM (3×100 mL). The organic layer was washed with brine (100 mL), dried over Na2SO4, and concentrated to yield 2-(4-(3-fluorophenyl)-7-hydroxy-1-oxophthalazin-2(1H)-yl)-N-methyl-N-(2-methylbenzo[d]oxazol-6-yl)acetamide (2.9 g, 74%) (459.36 [M+H]).

후처리

  1. extractionextracted with DCM (3×100 mL)
  2. washThe organic layer was washed with brine (100 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f77a8a8409864887924fcf64e23f180b
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08937178B2

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