Methylamine → 2-Chloro-5-[3-(methylamino)propyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide, acetate salt
反応式
[CH3:1][NH2:2].[Cl:3][C:4]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26]OS(C)(=O)=O)=[CH:20][C:5]=1[C:6]([NH:8][CH2:9][C:10]12[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:18][CH:12]([CH2:13]3)[CH2:11]1)[CH2:17]2)=[O:7].[C:32]([O:35]CC)(=[O:34])[CH3:33]>>[C:32]([OH:35])(=[O:34])[CH3:33].[Cl:3][C:4]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][NH:2][CH3:1])=[CH:20][C:5]=1[C:6]([NH:8][CH2:9][C:10]12[CH2:19][CH:14]3[CH2:13][CH:12]([CH2:18][CH:16]([CH2:15]3)[CH2:17]1)[CH2:11]2)=[O:7]参加物
4
反応条件
- 温度
- 70 °C
実験手順
Methylamine (2M tetrahydrofuran, 8 ml) was added to 2-chloro-5-[3-[(methylsulfonyl)oxy]propyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.250 g, Example 6e) and heated in a sealed tube at 70° C. for 18 h. On cooling to ambient temperature, the solution was diluted with ethyl acetate and extracted twice with saturated sodium hydrogencarbonate solution and once with brine, dried over magnesium sulfate and concentrated under reduced pressure. Purification by preparative reverse phase HPLC (eluting with a gradient of acetonitrile in 0.1% aqueous ammonium acetate/25–95%) gave the title compound as the acetate salt (0.140 g).