Potassium Carbonate → HCID 59403439、化合物

反応式

Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:28]=[CH:27][C:21]4[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:20]=4[CH:19]=3)[N:14]=2)[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:36][CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40]>CN(C)C=O>[Cl:2][C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:28]=[CH:27][C:21]4[CH2:22][CH2:23][N:24]([CH2:36][CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[CH2:25][CH2:26][C:20]=4[CH:19]=3)[N:14]=2)[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:11])[CH3:12]

参加物

反応条件

温度: 100 °C

実験手順

7-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride (Example 50) (192 mg, 0.499 mmol) in N,N-dimethylformamide (2 ml) at room temperature was treated with potassium carbonate (103 mg, 0.748 mmol) and ethyl 4-bromobutanoate (0.09 ml, 0.60 mmol). The mixture was heated to 100° C. After ca. 2 hrs, the mixture was cooled and concentrated. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with brine, dried and concentrated to a colourless gum. The crude material was loaded onto a silica gel column and chromatographed, eluting with a gradient of 80-100% ethyl acetate in cyclohexane gave the title compound as a colourless gum, which slowly crystallized on standing (185 mgs).