反応式
[CH2:1]([O:3][C:4]([C:6]1[N:10]=[CH:9][NH:8][N:7]=1)=[O:5])C.[H-].[Na+].[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][CH:23](OS(C)(=O)=O)[CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:15])[CH3:14]>CN(C)C=O>[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][CH:23]([N:8]2[CH:9]=[N:10][C:6]([C:4]([O:3][CH3:1])=[O:5])=[N:7]2)[CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:14])[CH3:15]参加物
実験手順
To a solution of 1H-[1,2,4]triazole-3-carboxylic acid ethyl ester (1.05 g, 8.23 mmol) in dimethylformamide (50 mL) was added sodium hydride (60%, 0.395 g, 9.88 mmol). The solution was stirred at room temperature for 20 minutes followed by 1 hour at 70° C. 4-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester (2.3 g, 8.23 mmol) was then added in a single portion and heated at 70° C. for 40 hours. The solution was cooled to 0° C. and the salt precipitate was removed by filtration. The filtrate was diluted with dichloromethane and washed with water, brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatograph on silica gel with Hexanes and EtOAc to afford the desired product. 1H NMR (CDCl3): δ 8.18 (1H, s), 4.40 (1H, m), 4.22 (2H, m), 3.96 (3H, s), 2.82 (2H, m), 2.12 (2H, m), 1.94 (2H, m), 1.41 (9H, s).
後処理
- waitfollowed by 1 hour at 70° C
- temperatureheated at 70° C. for 40 hours
- temperatureThe solution was cooled to 0° C.
- customthe salt precipitate was removed by filtration
- additionThe filtrate was diluted with dichloromethane
- washwashed with water, brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash chromatograph on silica gel with Hexanes and EtOAc
出典と根拠
- ORDレコード
- ord-c6ee8b84d5e34e3ea897045e3e8729c8
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08846675B2
関連ノート
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