(5-aminopyridin-3-yl)[7-methyl-4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanone → (5-aminopyridin-3-yl)(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Participants

Reaction Steps

A mixture of (5-amino-pyridin-3-yl)-(7-methyl-4-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone (Preparation 231, 1.5 g, 5 mmol), Raney Ni (10 g) and NH3H2O (150 mL) in dioxane (150 mL) was refluxed for 6 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified via preparative HPLC to give (5-amino-pyridin-3-yl)-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone as a brown solid in 15% yield, 0.19 g. 1H NMR (400 MHz DMSO-d6) 3.88 (s, 3H), 5.63 (s, 2H), 7.27-7.28 (m, 1H), 8.15-8.18 (m, 2H), 8.40 (s, 1H), 8.97 (s, 1H), 9.42 (s, 1H).

Provenance & Evidence