反应详情

To a solution of (3-ethynyl-quinolin-6-yloxy)-metoxy-acetic acid (150 mg) in dry dimethylformamide (7 mL) were added 2-metoxy-1,1-dimethyl-ethylamine hydrochloride (81 mg) N-ethyldiisopropylamine (0.25 mL), dimethylaminopyridine (catalytic quantity) and (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (297 mg). The reaction mixture was stirred at room temperature for 18 hours. The mixture was poured over brine and extracted twice with ethyl acetate (thrice). The organic layer was washed with water then with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude was purified by chromatography eluting with cyclohexane/ethyl acetate (7:3 by volume), to give 2-(3-ethynyl-quinolin-6-yloxy)-2-methoxy-N-(2-methoxy-1,1-dimethyl-ethyl)-acetamide (172 mg) as an oil.

1. extractionextracted twice with ethyl acetate (thrice)
2. washThe organic layer was washed with water
3. dry with materialwith brine, dried over sodium sulphate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude was purified by chromatography
7. washeluting with cyclohexane/ethyl acetate (7:3 by volume)