Toluene → HCID 21886118, compound

Participants

Reaction Conditions

Reaction Steps

To a flask containing 0.15 g (0.4 mmol) of 4-(3-bromo-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carbonitrile (Example 286: step f), 44.1 μL (0.4 mmol) of N-methylpiperazine, 4.5 mg (0.02 mmol) of Pd(OAc)2, 24.8 mg (0.04 mmol) of BINAP, and 195 mg (0.6 mmol) of CsCO3 was added 2.5 mL of toluene. The flask was purged with Ar, and heated to 100° C. for 16 h. The reaction was then concentrated in vacuo and purified by preparative TLC (50%-EtOAc-Hexane), isolating the low Rf material, which was subjected to preparative TLC again (10% MeOH-CHCl3) to give 15.5 mg (10% yield) of 4-[3-(4-methyl-piperazin-1-yl)-benzenesulfonyl]-5-methylsulfanyl-thiophene-2-carbonitrile in greater than 98% purity.

Provenance & Evidence