Cesium fluoride → HCID 86700856、化合物
反応式
[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]12[CH2:12][CH2:11][C:8]([C:13]3[CH:18]=[CH:17][C:16](Cl)=[CH:15][CH:14]=3)([CH2:9][CH2:10]1)[O:7][CH2:6]2.[C:21]([C:25]1[O:29][C:28]([NH:30][C:31]2[CH:36]=[CH:35][C:34](B3OC(C)(C)C(C)(C)O3)=[CH:33][CH:32]=2)=[N:27][N:26]=1)([CH3:24])([CH3:23])[CH3:22].[F-].[Cs+]>O1CCOCC1.O.CC(P(C(C)(C)C)C1C=CC(N(C)C)=CC=1)(C)C.CC(P(C(C)(C)C)C1C=CC(N(C)C)=CC=1)(C)C.Cl[Pd]Cl>[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]12[CH2:12][CH2:11][C:8]([C:13]3[CH:18]=[CH:17][C:16]([C:34]4[CH:33]=[CH:32][C:31]([NH:30][C:28]5[O:29][C:25]([C:21]([CH3:24])([CH3:23])[CH3:22])=[N:26][N:27]=5)=[CH:36][CH:35]=4)=[CH:15][CH:14]=3)([CH2:9][CH2:10]1)[O:7][CH2:6]2参加物
7
反応条件
- 温度
- 90 °C
実験手順
To a solution of [1-(4-chloro-phenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]-acetic acid methyl ester (0.29 g, 0.984 mmol) and (5-tert-butyl-[1,3,4]oxadiazol-2-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine (0.338 g, 0.984 mmol) in dioxane (8 ml) and water (0.8 ml), was added caesium fluoride (0.448 g, 2.95 mmol) and Pd(amphos)Cl2 (0.070 g, 0.098 mmol). The mixture was flushed with nitrogen for three times and heated at 90° C. for 16 hours. The reaction mixture was filtered, and the solid was washed with water (10 ml) and ethyl acetate (3 ml) to afford crude {1-[4′-(5-tert-butyl-[1,3,4]oxadiazol-2-ylamino)-biphenyl-4-yl]-2-oxa-bicyclo[2.2.2]oct-4-yl}-acetic acid methyl ester (0.27 g, 58%) as white solid. [MS+1] 476.31.
後処理
- customThe mixture was flushed with nitrogen for three times
- filtrationThe reaction mixture was filtered
- washthe solid was washed with water (10 ml) and ethyl acetate (3 ml)
出典と根拠
- ORDレコード
- ord-e6b946e0cf4145bd96bd7488cbf3ba77
- 出典データセット
- uspto-grants-2015_03
- 特許番号
- US08993619B2
反応ノート
読み込み中…