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Boron tribromide → HCID 136082626, 화합물

HRID 1186098
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HRID 1186098 반응식
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]2[NH:6][C:7](=[O:29])[CH:8]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=3[Cl:28])[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17]C)=[C:13]([CH3:19])[CH:12]=3)[C:4]=2[CH:3]=1.B(Br)(Br)Br>ClCCl>[Cl:1][C:2]1[CH:31]=[CH:30][C:5]2[NH:6][C:7](=[O:29])[CH:8]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=3[Cl:28])[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([CH3:19])[CH:12]=3)[C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 70664321HCID 70664321, 화합물

생성물 1

HCID 136082626HCID 136082626, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

7-Chloro-3-(2-chloro-4-fluorobenzyl)-5-(4-methoxy-3-methylphenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (0.158 g, 0.345 mmol) was dissolved in dichloromethane (DCM, 2 mL) and BBr3 in DCM (1 M, 1.73 mL, 1.73 mmol) was added dropwise. The mixture was stirred at room temperature for 4 h. then quenched with methanol and diluted with ethyl acetate. The organic solution was washed with saturated sodium bicarbonate (aq) then brine. It was concentrated onto silica gel then chromatographed on silica gel eluting with 35-40-45% ethyl acetate in hexanes to give 7-chloro-3-(2-chloro-4-fluorobenzyl)-5-(4-hydroxy-3-methylphenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one as a yellow oil which precipitated as a pale yellow solid from chloroform (158 mg, 0.345 mmol).

후처리

  1. customthen quenched with methanol
  2. additiondiluted with ethyl acetate
  3. washThe organic solution was washed with saturated sodium bicarbonate (aq)
  4. concentrationIt was concentrated onto silica gel
  5. customthen chromatographed on silica gel eluting with 35-40-45% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-d0a6fd73a9f84f289fa9061fef9244e9
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673897B2

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