反应详情

To a solution of (3-ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid (1.10 g) in CH3CN (40 ml) was added Et3N (2.25 ml), AHOBT (0.06 g), TBTU (1.50 g) and (1-amino-cyclobutyl)-methanol (0.06 g) at room temperature, under nitrogen atmosphere. The mixture was stirred at the same temperature during 1 hour, then poured into sat aq NH4Cl and extracted with ethyl acetate (2×20 ml). The organic phase was separated and washed with aq Na2S2O3 and sat. aq. NaCl then dried over anhydrous sodium sulphate, filtered and evaporated under vacuum. Purification by flash chromatography (ethyl acetate/cyclohexane, 2/1) gave 2-(3-ethynyl-quinolin-6-yloxy)-N-(1-hydroxymethyl-cyclobutyl)-2-methylsulfanyl-acetamide (0.70 g) as a yellow oil.

1. additionpoured
2. extractionextracted with ethyl acetate (2×20 ml)
3. customThe organic phase was separated
4. washwashed with aq Na2S2O3 and sat. aq. NaCl
5. dry with materialthen dried over anhydrous sodium sulphate
6. filtrationfiltered
7. customevaporated under vacuum
8. customPurification by flash chromatography (ethyl acetate/cyclohexane, 2/1)