反応式
[CH3:1][N:2]([C@@H:10]1[CH2:14][CH2:13][N:12]([C:15]2[N:20]=[C:19]3[N:21]([CH2:24][C:25]4[CH:26]=[C:27]5[C:32](=[CH:33][CH:34]=4)[N:31]=[CH:30][CH:29]=[CH:28]5)[N:22]=[N:23][C:18]3=[N:17][CH:16]=2)[CH2:11]1)C(=O)OC(C)(C)C.Cl>ClCCl>[CH3:1][NH:2][C@@H:10]1[CH2:14][CH2:13][N:12]([C:15]2[N:20]=[C:19]3[N:21]([CH2:24][C:25]4[CH:26]=[C:27]5[C:32](=[CH:33][CH:34]=4)[N:31]=[CH:30][CH:29]=[CH:28]5)[N:22]=[N:23][C:18]3=[N:17][CH:16]=2)[CH2:11]1参加物
実験手順
To a cooled (0° C.) solution of tert-butyl methyl{(3R)-1-[1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl]pyrrolidin-3-yl}carbamate (101 mg, 0.219 mmol) in dichloromethane (2.2 mL) was added hydrochloric acid (4 N in dioxane, 1.10 mL, 4.39 mmol). The reaction mixture was allowed to warm to room temperature as the ice bath melted, stirred for 3 hrs, then diluted with dichloromethane (20 mL). The organic solution was washed with saturated sodium bicarbonate (5 mL) and separated. The aqueous solution was extracted with dichloromethane (3×20 mL) and the organics were combined and concentrated. The crude product was purified by flash chromatography using a Horizon purification system on a 12M column eluting with chloroform/7 N ammonia in methanol (0.1-3.5%) to afford the title compound as the free base which was converted to the dihydrochloric acid salt (56 mg, 63%)
後処理
- washThe organic solution was washed with saturated sodium bicarbonate (5 mL)
- customseparated
- extractionThe aqueous solution was extracted with dichloromethane (3×20 mL)
- concentrationconcentrated
- customThe crude product was purified by flash chromatography
- customa Horizon purification system on a 12M column
- washeluting with chloroform/7 N ammonia in methanol (0.1-3.5%)
出典と根拠
- ORDレコード
- ord-1cd7ba9e247748f1b892baa6298a7ea2
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07732604B2
関連ノート
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