Water → HCID 136069598, compound

Participants

Reaction Steps

0.14 ml of pyridine and 216 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride are successively added to a suspension of 222 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate obtained in the previous step (example 1d, step 2d) in 1 ml of N,N-dimethylformamide. After stirring at ambient temperature for 10 minutes, a solution of 136 mg of 1,2-dihydro-3-spiro-1′-cyclopropyl-1H-indole (which can be prepared according to U.S. Pat. No. 7,507,748 B2 (2009)) in 4 ml of N,N-dimethylformamide is added. The reaction mixture is stirred at ambient temperature for 65 hours, and then 13 ml of water and 26 ml of ethyl acetate are added. After stirring for 1 hour, the precipitate formed is filtered off, and then rinsed successively with water (2×8 ml) and diethyl ether (3×12 ml). After drying under reduced pressure at 40° C., 208 mg of 6-(morpholin-4-yl)-2-[2-oxo-2-(spiro[cyclopropan-1,3′-indol]-1′(2′H)-yl)ethyl]pyrimidin-4(3H)-one are obtained in the form of a pink-colored crystalline powder, the characteristics of which are the following:

Provenance & Evidence