反应详情

2-(3-Ethynyl-quinolin-6-yloxy)-N-(1-hydroxymethyl-1-methylprop-2-ynyl)-2-methylsulfanyl acetamide (0.513 g) in dichloromethane (25 ml) was treated with Dess-Martin periodinane (0.737 g). The reaction mixture was stirred at 0.646 g for 2 hrs and then treated with sat. aqueous NaHCO3 and sat. aqueous sodium thiosulphate. The organic layer was washed thrice with sat. aqueous. NaHCO3. After separation, the organic phase was dried over sodium sulphate, filtered and evaporated to yield crude 2-(3-ethynyl-quinolin-6-yloxy)-N-(1-formyl-1-methyl-prop-2-ynyl)-2-methylsulfanyl acetamide which was used as such in Stage 6. 1H NMR (CDCl3) δ ppm: 9.40 (1H, s); 8.86 (1H, d); 8.22 (1H, d); 8.07 (1H, d); 7.52-7.49 (1H, m); [{7.49 (s br), 7.44 (s br) 1H}, isomer A and isomer B]; 7.26 (1H, m); [{5.74 (s), 5.72 (s) 1H}, isomer A and isomer B]; 3.29 (1H, s); 2.54 (1H, s); [{2.23 (s), 2.21 (s) 3H}, isomer A and isomer B]; 1.79 (3H, s).

1. washThe organic layer was washed thrice with sat. aqueous
2. customAfter separation
3. dry with materialthe organic phase was dried over sodium sulphate
4. filtrationfiltered
5. customevaporated