4-Toluenesulfonyl chloride → HCID 178421990, compound

Participants

Reaction Steps

The title compound is prepared in a one pot reaction in analogy to Example 116 starting from 0.35 g (0.84 mmol) cis-{3-[4-amino-5-(3-benzyloxy-phenyl)-6-methyl-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}-methanol and 0.328 g (1.69 mmol) p-toluenesulfonyl chloride in 3.5 ml dry pyridine, followed by 3.5 ml (31.2 mmol) 1-methyl piperazine. Analytical HPLC: tR=8.14 min (Grad 1); ES-MS: m/eo=497.3; NMR (DMSO-d6; not all data reported): 8.08/s (1H), 7.25-7.45/several m's (6H), 7.02/“d” (1H); 6.94/s (1H); 6.89/“d” (1H); 5.4-6.0/b (NH2); 5.13/s (2H); 4.77/m (1H); 2.22/s (3H); 2.12/s (3H).

Provenance & Evidence