反应详情

A mixture of 3-{[5-(azetidin-1-ylcarbonyl)pyridin-2-yl]oxy}-5-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-N-1,3-thiazol-2-ylbenzamide (0.15 g, 0.33 mmol) in methanol (10 mL) and 1M hydrochloric acid (10 mL) was stirred for 90 mins at RT. The volatiles were removed in vacuo and the residue taken to pH6 with saturated aqueous sodium bicarbonate solution then extracted into ethyl acetate (3×30 mL) and the combined organic layers washed with water (30 mL), brine (30 mL), dried (MgSO4), filtered and the solvents removed in vacuo to a residue which was chromatographed on silica eluting with a gradient of 0-10% methanol in ethyl acetate to give the desired compound (65 mg).

1. customThe volatiles were removed in vacuo
2. extractionthen extracted into ethyl acetate (3×30 mL)
3. washthe combined organic layers washed with water (30 mL), brine (30 mL)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customthe solvents removed in vacuo to a residue which
7. customwas chromatographed on silica eluting with a gradient of 0-10% methanol in ethyl acetate