Triethylamine → HCID 59152110, compound

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Reaction Steps

To a solution of 3-methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (may be prepared as described in Description 9) (100 mg, 0.317 mmol), lithium 6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxylate (may be prepared as described in Description 16) (65.5 mg, 0.348 mmol), HOBT (58.2 mg, 0.380 mmol) and Et3N (0.110 ml, 0.792 mmol) in dry DMF (50 ml) at rt under Ar was added HBTU (144 mg, 0.380 mmol) and the resulting dark brown solution stirred at rt for 16 h. The mixture was concentrated under vacuum to leave a black oil. Purification by MDAP and concentration of the desired fractions gave a yellow film (109 mg). Flash chromatography (silica; Flash 12M; 3:1, EtOAc:isohexane) gave the title compound as a white foam (57.1 mg), that became a white solid on trituration with ether.

Provenance & Evidence