Trifluoroacetic acid → HCID 178478423, compound

Participants

Reaction Conditions

Reaction Steps

Into a 10 mL sealed tube, to a suspension/solution of 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (85.3 mg, 0.229 mmol, 1 eq) and 5-amino-3-chloroindazole (3) (43.3 mg, 0.258 mmol, 1.13 eq) in 2,2,2-trifluoroethanol (TFE) (6 mL), trifluoroacetic acid (TFA) (88 μL, 1.1 mmol, 5 eq) was added and the reaction was allowed to stir for 5 d at 100° C. The reaction was cooled to rt and concentrated under reduced pressure. Purification of the crude material most likely to have been problematic-N-BOC protection carried out for easier purification by chromatography on silica gel. MS (ES+): m/z 365.98/367.98 (30/10) [MH+]. HPLC: tR=0.48 & 1.57 min (ZQ2000, polar—5 min).

Provenance & Evidence