Pyridine → HCID 131731671, compound

Participants

Reaction Steps

A solution of racemic trans-methyl 4-(trifluoromethyl)piperidine-3-carboxylate E (1.00 g, 4.74 mmol), 4-chloropyrrolo[2,3-d]pyrimidine (0.873 g, 5.68 mmol) and pyridine (0.766 mL, 9.47 mmol) in DMF (5 mL) was heated at 80° C. for 24 hours. The solution was diluted with brine and the reaction mixture was extracted with EtOAc. The organic phase was concentrated in vacuo to afford a residue which was treated with LiOH (0.9 g, 37.8 mmol) in water (40 mL) was stirred for 68 h. The resulting precipitate was filtered to afford a solid G (782 mg, 52.5% yield). 1H NMR (400 MHz, DMSO-d6) δ=11.63 (br. s., 1 H), 8.11 (s, 1 H), 7.15 (dd, J=2.5, 3.5 Hz, 1 H), 6.60 (dd, J=1.9, 3.6 Hz, 1 H), 4.48 (m, 2 H), 3.46-3.34 (m, 1 H), 3.25-3.12 (m, 1 H), 2.18 (m, 1 H), 1.88 (m, 1 H), 1.51 (m, 1 H); m/z 315 [M+1].

Provenance & Evidence