Trifluoroacetic acid → HCID 57687095, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-amino-N-(2-hydroxy-3-methyl-phenyl)-5-[1-(1-methyl-4-piperidyl)pyrazol-4-yl]pyridine-3-carboxamide (80 mg) in acetic acid (1.3 ml) was added TFA (1.3 ml). The clear mixture was sealed into a microwave tube. The reaction was heated to 200° C. in a 300 W microwave for 20 minutes. The solvents were evaporated. The residue purified by preparative HPLC using a Waters X-Terra reverse-phase column and decreasingly polar mixtures of water (containing 1% acetic acid) and acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford 3-(7-methyl-1,3-benzoxazol-2-yl)-5-[1-(1-methyl-4-piperidyl)pyrazol-4-yl]pyridin-2-amine (44.0 mg) NMR Spectrum: (DMSOd6) 1.94-2.10 (m, 6H), 2.22 (s, 3H), 2.62 (s, 3H), 2.84-2.92 (m, 2H), 4.09-4.17 (m, 1H), 7.27 (d, 1H), 7.32 (dd, 1H), 7.63 (bs, 2H), 7.64 (d, 1H), 7.93 (s, 1H), 8.30 (s, 1H), 8.44 (d, 1H), 8.52 (d, 1H); Mass spectrum: M+H+ 389.

Provenance & Evidence