反応式
C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[NH2:11][C:12]1[N:16](C(OC(C)(C)C)=O)[N:15]=[C:14]([CH2:24][CH2:25][C:26]2[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[C:28]([O:34][CH3:35])[CH:27]=2)[CH:13]=1.[F:36][CH:37]1[CH2:42][CH2:41][N:40]([CH2:43][C:44]2[CH:53]=[CH:52][C:47]([C:48](OC)=[O:49])=[CH:46][CH:45]=2)[CH2:39][CH2:38]1>C1COCC1>[CH3:33][O:32][C:30]1[CH:31]=[C:26]([CH2:25][CH2:24][C:14]2[CH:13]=[C:12]([NH:11][C:48](=[O:49])[C:47]3[CH:46]=[CH:45][C:44]([CH2:43][N:40]4[CH2:39][CH2:38][CH:37]([F:36])[CH2:42][CH2:41]4)=[CH:53][CH:52]=3)[NH:16][N:15]=2)[CH:27]=[C:28]([O:34][CH3:35])[CH:29]=1参加物
5
実験手順
A solution of NaHMDS in THF (1 M, 0.65 ml, 0.65 mmol, 1.5 eq) was added dropwise at ambient temperature to a mixture of tert-butyl 5-amino-3-[2-(3,5-dimethoxyphenyl) ethyl]pyrazole-1-carboxylate (150 mg, 0.43 mmol, 1 eq) and methyl 4-[(4-fluoropiperidin-1-yl)methyl]benzoate (131 mg, 0.52 mmol, 1.2 eq) in THF (0.5 ml). The reaction mixture was stirred at ambient temperature for 1 h. It was then concentrated and the crude product was purified by reverse-phase prep. HPLC (basic) using a 39-49% gradient of acetonitrile in water containing 1% ammonium hydroxide solution. The clean fractions were taken and evaporated to afford the title compound as a colourless solid (33 mg, 16% yield).
後処理
- concentrationIt was then concentrated
- customthe crude product was purified by reverse-phase prep
- customevaporated
出典と根拠
- ORDレコード
- ord-c8a8231a872143a3b61477dd1159ada3
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07737149B2
関連ノート
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