2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenyl → N-{4-[(1,1-dioxidothiomorpholin-4-yl)methyl]phenyl}-5-[4-(methylsulfonyl)phenyl][1,2,4]triazolo[1,5-a]pyridin-2-amine

Participants

Reaction Steps

N-{4-[(1,1-dioxidothiomorpholin-4-yl)methyl]phenyl}-5-[4-(methylsulfonyl)phenyl][1,2,4]triazolo[1,5-a]pyridin-2-amine was prepared from 5-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (75.0 mg, 0.260 mmol) and ]-4-(4-bromo-benzyl)-thiomorpholine 1,1-dioxide (90.0 mg, 0.296 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (25.0 mg, 0.0457 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as a pale orange foam (0.040 g, 30%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.25 (d, J=7.9 Hz, 2H), 8.14 (d, J=7.4 Hz, 2H), 7.59-7.56 (m, 2H), 7.52 (d, J=7.8 Hz, 2H), 7.29-7.25 (m, 2H), 7.08-7.03 (m, 1H), 6.94 (s, 1H), 3.61 (s, 2H), 3.16 (s, 3H), 3.08-3.03 (m, 4H), 3.01-2.96 (m, 4H). MS=512 (MH)+.

Provenance & Evidence