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Boron tribromide → HCID 136006496, 화합물

HRID 384359
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HRID 384359 반응식
C[O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:17][CH2:18][CH2:19][N:20]=2)=[CH:12][CH:11]=1.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[CH:11]=[CH:12][C:13]([N:20]2[CH2:19][CH2:18][N:17]=[CH:16]2)=[CH:14][CH:15]=1.[OH:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[CH:11]=[CH:12][C:13]([C:16]2[NH:20][CH2:19][CH2:18][N:17]=2)=[CH:14][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 25134Boron tribromideHCID 59615671HCID 59615671, 화합물

생성물 2

HCID 86648900HCID 86648900, 화합물HCID 136006496HCID 136006496, 화합물수율 173.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-(2′-Methoxy-3′-amino-biphenyl-4-yl)-4,5-dihydro-1H-imidazol 32c (1.1 g, 4.1 mmol) was dissolved in 50 mL of dichloromethane at room temperature, followed by addition of a solution of boron tribromide in dichloromethane (1 N, 16.5 mL). The reaction mixture was stirred at room temperature for 4 hours. The reaction was monitored by TLC until the disappearance of the starting materials and then quenched with methanol. The mixture was concentrated under reduced pressure. The residue was dissolved in 10 mL of ethyl acetate and stirred for 30 minutes. The mixture was filtered and the filter cake was washed with ethyl acetate (5 mL×2) and dried to obtained the title compound 2-(2′-hydroxy-3′-amino-biphenyl-4-yl)-4,5-dihydro-1H-imidazol 32d (900 mg, 89.6%) as a grey solid.

후처리

  1. customquenched with methanol
  2. concentrationThe mixture was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in 10 mL of ethyl acetate
  4. stirringstirred for 30 minutes
  5. filtrationThe mixture was filtered
  6. washthe filter cake was washed with ethyl acetate (5 mL×2)
  7. customdried

출처 및 근거

ORD 기록
ord-11656add054a4d6cb5400bffd64d10bf
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367710B2

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