Trifluoroacetic acid → HCID 58346593, compound

Participants

Reaction Steps

To a suspension of tert-butyl 4-[6-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-2-yl]piperidine-1-carboxylate 1.2 g (1.8 mmol, 1 eq) in DCM (40 mL) was added trifluoroacetic acid (4.2 mL, 30 eq). The reaction mixture was stirred at rt for 3 h. The Volatile material was evaporated and the residue was diluted with EtOAc. Sat. Na2CO3 was added until pH about 7. The layers were separated and the aqueous layer was extracted with EtOAc (3 times) and the combined organic layers were concentrated to give a brown solid (1 g, quantitative). 1H-NMR (DMSO-d6) δ 8.41 (s, 1H), 8.33 (s, 1H), 8.01 (s, 1H), 7.74 (d, 1H), 7.47 (m, 2H), 7.30 (m, 2H), 7.20 (m, 2H), 5.24 (s, 2H), 4.25 (m, 1H), 3.40 (t, 2H), 3.18 (m, 2H), 2.93 (t, 2H), 2.76 (t, 2H), 2.05 (m, 2H), 1.91 (m, 2H). LCMS RT=2.83 min; [M+H]+=561.2.

Provenance & Evidence