2-Chloro-5-pyridinesulfonyl chloride → 1,1-Dimethylethyl (2S)-4-({4-[[(6-chloro-3-pyridinyl)sulfonyl](methyl)amino]-2-methylphenyl}methyl)-2-methyl-1-piperazinecarboxylate

Participants

Reaction Steps

The title compound was prepared from D8 and 2-chloropyridine-5-sulfonyl chloride using a method similar to that described for D15 except that the reaction time was overnight. The work-up involved concentration of the reaction mixture and purification by elution through an SCX cartridge (MeOH then 0.2M NH3 in MeOH), followed by column chromatography eluting with 0-20% EtOAc/petroleum ether. δH (CDCl3, 400 MHz) 8.55 (1H, dd), 7.76 (1H, dd), 7.42 (1H, d), 7.21 (1H, d), 6.96 (1H, d), 6.80 (1H, dd), 6.86 (1H, dd), 4.20 (1H, br.s), 3.79 (1H, m), 3.38 (2H, AB), 3.20 (3H, s), 3.05 (1H, m), 2.69 (1H, m), 2.56 (1H, m), 2.32 (3H, s), 2.19 (1H, m), 1.99 (1H, m), 1.46 (9H, s), 1.21 (3H, d). MS (ES+): MH+ 509/511.

Provenance & Evidence