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Boron tribromide → n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-hydroxy-phenyl)-propionamide

HRID 413421
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HRID 413421 반응식
B(Br)(Br)Br.[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([NH:21][C:22](=[O:33])[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31]C)[CH:26]=2)([C:15]2[N:16]([CH3:20])[CH:17]=[N:18][CH:19]=2)[CH3:14])=[CH:9][C:8]=1[F:34])#[N:6]>C(Cl)(Cl)Cl>[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([NH:21][C:22](=[O:33])[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[CH:26]=2)([C:15]2[N:16]([CH3:20])[CH:17]=[N:18][CH:19]=2)[CH3:14])=[CH:9][C:8]=1[F:34])#[N:6]
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4

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HCID 25134Boron tribromideHCID 18533208n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide

생성물 1

HCID 18533203n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-hydroxy-phenyl)-propionamide

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
20 °C

실험 절차

BBr3 (1M in CH2Cl2 ) (4 mL) was added slowly to a solution of N-[1-(4-cyano-3-fluoro-phenyl)-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide (0.123 g, 0.25 mmol) in CHCl3 (2 mL) at 0° C. After 10 min the ice bath was removed and the mixture stirred at 20° C. for 20 min. The mixture was cooled to 0° C., quenched with saturated NaHCO3 solution (25 mL), then extracted with EtOAc (3×50 mL). The organic layers were combined, washed with water, brine, dried (Na2SO4), filtered, and concentrated to give the title compound.

후처리

  1. customAfter 10 min the ice bath was removed
  2. temperatureThe mixture was cooled to 0° C.
  3. customquenched with saturated NaHCO3 solution (25 mL)
  4. extractionextracted with EtOAc (3×50 mL)
  5. washwashed with water, brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-55d1297a43a7485eb7d8aebccfdfda16
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06566385B2

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