反应详情

A solution of 2-methyl-2-propanol (140 mg) in dichloromethane 2 mL) was added over 15 minutes to a stirred solution of chlorosulfonyl isocyanate (0.17 mL) in dichloromethane (16 mL) under nitrogen at 0° C. The mixture was allowed to warm to room temperature over 2 hours and was then added over 20 minutes to a stirred solution of N-[(3S)-1-[6-chloro-5-[[(cyclohexylmethyl)amino]carbonyl]-2-quinolinyl]-3-pyrrolidinyl]-glycine, ethyl ester (Example 112 (a)) (490 mg) and triethylamine (0.25 mL) in dichloromethane (10 mL) under nitrogen at 0° C. After 3 hours, deionised water (10 mL) was added, the layers were separated and the aqueous fraction was extracted with dichloromethane (2×10 mL). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated to give an oil. Purification by chromatography (SiO2, dichloromethane:methanol 99:1 as eluant) gave the sub-title compound as a solid (670 mg).

1. customthe layers were separated
2. extractionthe aqueous fraction was extracted with dichloromethane (2×10 mL)
3. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customto give an oil
7. customPurification by chromatography (SiO2, dichloromethane:methanol 99:1 as eluant)