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

HRID 732780ノート

反応式

HRID 732780 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8971d52ebfba412a9477aab78c40f7e5
出典データセット
uspto-grants-2009_09
特許番号
US07585977B2

反応ノート

読み込み中…