Trifluoroacetic acid → HCID 86679641, compound

Participants

Reaction Steps

To a solution of (3R,4R)-3-[5-chloro-2-(1-methyl-1H-pyrazol-4-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxymethyl]-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester (12.40 g, 26 mmol) in DCM (60 mL) at 0° C. was added TFA (10.1 mL, 208 mmol) and the resulting solution was stirred at ambient temperature for 2.5 hrs. The volatiles were removed and to the residue was added ethyl ether (150 mL). The resulting suspension was stirred for 2 hrs then filtered to afford a light pink solid. This was washed with ethyl ether (30 mL) and dried to give the title compound (15.69 g, quant) as a TFA salt. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.56 (br. s., 1H) 9.09 (s, 3H) 7.85 (s, 1H) 7.54 (s, 1H) 7.09 (d, J=2.32 Hz, 1H) 4.48 (d, J=6.48 Hz, 2H) 4.11 (br. s., 1H) 3.81 (s, 3H) 3.46-3.60 (m, 1H) 3.35-3.45 (m, 2H) 3.32 (s, 3H) 3.15 (dq, J=12.01, 6.02 Hz, 1H) 2.88 (m, J=6.42, 6.42 Hz, 1H). m/z (APCI+) for parent molecule C16H20ClN7O2 378.2 (M+H)+ with Cl isotope pattern.

Provenance & Evidence