Trifluoroacetic acid → HCID 131730619, compound

Participants

Reaction Steps

tert-Butyl 7-(5-(4-(2-hydroxypropan-2-yl)benzamido)pyrazolo[1,5-a]pyrimidin-7-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate from Step A was dissolved in CH2Cl2 (2 ml). Trifluoroacetic acid (2 ml) was then added at 0° C. The mixture was stirred for 30 minutes at that temperature before being concentrated in vacuo. Residual trifluoroacetic acid was removed azeotropically with toluene twice. The residue was then dissolved in acetonitrile before being purified by preparatory HPLC (20-30% MeCN/H2O gradient+0.01% TFA) to give the titled compound as a white powder (50 mg, 41% yield). 1H NMR (400 MHz, DMSO-d6) δ=11.30 (s, 1H), 9.14 (br. s., 2H), 8.21 (d, J=2.5 Hz, 1H), 8.07 (s, 1H), 8.05-8.01 (m, 2H), 8.00-7.95 (m, 1H), 7.65-7.60 (m, 2H), 7.50 (d, J=8.1 Hz, 1H), 6.60 (d, J=2.3 Hz, 1H), 4.47-4.40 (m, 2H), 3.47 (br. s., 2H), 3.13 (t, J=6.2 Hz, 2H), 1.46 (s, 6H).

Provenance & Evidence