Potassium Carbonate → (R)-2-((1-(2-(3,5-dichlorophenylamino)acetyl)piperidin-3-yl)(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-N,N-dimethylacetamide

Participants

Reaction Steps

A solution of (R)-2-((1-(2-(3,5-dichlorophenylamino) acetyl) piperidin-3-yl) (7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-N, N-dimethylacetamide (45 mg, 0.068 mmol) and K2CO3 (37 mg, 0.27 mmol) in MeOH (5 mL) was heated at 70° C. for 2 h. The solvent was then evaporated in vacuo to give a solid, which was purified by column chromatography (silica gel, gradient 0-3% methanol in chloroform) to afford the titled compound (14 mg, 41%). 1H NMR (400 MHz, CDCl3): δ 10.19 (s, 1H), 8.32 and 8.23 (2s, 1H), 7.04 (s, 1H), 6.66 (s, 1H), 6.48 (s, 1H), 6.18 (s, 1H), 5.21 (s, 1H), 4.65-4.64 (m, 2H), 4.41-4.20 (m, 3H), 3.80-3.76 (m, 1H), 3.20 (s, 3H), 3.05 (s, 3H), 3.02-2.88 (m, 2H), 2.60 (t, J=11.6 Hz, 1H), 2.36 (t, J=11.6 Hz, 1H), 1.99-1.67 (m, 4H). LCMS [M+1]: 504, [M+23]: 526.

Provenance & Evidence