Methanol → 6-(3,5-Difluoro-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol

HRID 732780노트

반응식

HRID 732780 반응식
Cl.[F:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:20]C)[CH:16]=3)[C:11]=2[O:22][C:23]2[CH:37]=[CH:36][C:26]([O:27][CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[CH:25][CH:24]=2)[CH:6]=[C:7]([F:9])[CH:8]=1.B(Br)(Br)Br.CO>ClCCl>[F:9][C:7]1[CH:6]=[C:5]([C:10]2[C:11]([O:22][C:23]3[CH:24]=[CH:25][C:26]([O:27][CH2:28][CH2:29][N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)=[CH:36][CH:37]=3)=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]=[C:15]([OH:20])[CH:14]=[CH:13]3)[CH:4]=[C:3]([F:2])[CH:8]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 25134Boron tribromideHCID 685171011-(2-{4-[2-(3,5-Difluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine hydrochloride

생성물 1

HCID 670045356-(3,5-Difluoro-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol수율 96.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Dissolve 1-(2-{4-[2-(3,5-difluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine hydrochloride (410 mg, 0.76 mmol) in dichloromethane (10 mL) and cool in an ice bath. Add boron tribromide (0.22 mL, 2.28 mmol) and stir for 2.5 hours. Add methanol (5 mL), warm to ambient temperature, dilute with dichloromethane and wash with saturated aqueous sodium bicarbonate, dry with solid magnesium sulfate, filter and remove solvent under vacuum. Chromatograph on silica gel with dichloromethane/methanol mixtures to give 350 mg of the title compound (96%).

후처리

  1. temperaturecool in an ice bath
  2. washwash with saturated aqueous sodium bicarbonate
  3. dry with materialdry with solid magnesium sulfate
  4. filtrationfilter
  5. customremove solvent under vacuum

출처 및 근거

ORD 기록
ord-8971d52ebfba412a9477aab78c40f7e5
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585977B2

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