3H-spiro(isobenzofuran-1,4'-piperidin)-3-one → 1'-(1,4-Dioxa-spiro[4.5]dec-8-yl-carbamoyl)-spiro[isobenzofuran-1,4'piperidin]-3-one
反応式
[NH:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:15])[O:7]2)[CH2:3][CH2:2]1.[O:16]1[C:20]2([CH2:25][CH2:24][CH:23]([NH:26][C:27](Cl)=[O:28])[CH2:22][CH2:21]2)[O:19][CH2:18][CH2:17]1>CCOC(C)=O>[O:16]1[C:20]2([CH2:25][CH2:24][CH:23]([NH:26][C:27]([N:1]3[CH2:6][CH2:5][C:4]4([C:14]5[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=5)[C:8](=[O:15])[O:7]4)[CH2:3][CH2:2]3)=[O:28])[CH2:22][CH2:21]2)[O:19][CH2:18][CH2:17]1参加物
4
反応条件
- 温度
- 60 °C
実験手順
Add spiro[isobenzofuran-1,4′-piperidin]-3-one (100 mg, 0.49 mmol) to 1 mL of the stock solution of (1,4-dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride (˜0.2 M in toluene) and heat to 60° C. for 16 hours. Cool the solution, dilute with EtOAc and wash with brine. Dry the solution (Na2SO4) and concentrate under reduced pressure. Purify the crude product using preparative plate chromatography and triturate the resulting material with ether to obtain 1′-(1,4-dioxa-spiro[4.5]dec-8-yl-carbamoyl)-spiro[isobenzofuran-1,4′-piperidin]-3-one as a white solid.