Dichloromethane → (R)-2-Cyclopentyl-1-(4-dimethylaminopiperidin-1-yl)-2-hydroxy-2-phenylethanone
反応式
[CH:1]1([C@@:6]([OH:16])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)Cl.[CH3:20][N:21]([CH3:28])[CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.CCN(C(C)C)C(C)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>>[CH:1]1([C@@:6]([OH:16])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([N:25]2[CH2:26][CH2:27][CH:22]([N:21]([CH3:28])[CH3:20])[CH2:23][CH2:24]2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1参加物
7
反応物 6
生成物 1
実験手順
To a stirred solution of (R)-cyclopentylhydroxyphenyl acetic acid (5.00 g, 22.7 mmol) in DCM (200 mL, 3 mol) was added dimethylpiperidin-4-yl amine (2.91 g, 22.7 mmol). DIPEA (11.9 mL, 68.1 mmol) and HOBt (5.21 g, 34 mmol) were added, followed by EDCI (5.22 g, 27.2 mmol). The mixture was stirred for 12 hours, then washed with water (300 mL), a saturated aqueous NaCl solution (300 mL), dried over MgSO4 and then filtered. The solvent was removed under reduced pressure. The crude material was purified via silica gel chromatography (10% MeOH/DCM w/1% NH3 (aq)) to afford 4.5 g of the title compound.
後処理
- washwashed with water (300 mL)
- dry with materiala saturated aqueous NaCl solution (300 mL), dried over MgSO4
- filtrationfiltered
- customThe solvent was removed under reduced pressure
- customThe crude material was purified via silica gel chromatography (10% MeOH/DCM w/1% NH3 (aq))
出典と根拠
- ORDレコード
- ord-33ce2226c3944316b99e98dbb27e0173
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08202891B2
反応ノート
読み込み中…