Trifluoroacetic acid → HCID 24999908, compound

Participants

Reaction Steps

An aqueous solution of CAN (1 M, 1 mL) was added to a solution of compound 12 (50 mg, 0.08 mmol) and trifluoroacetic acid (0.5 mL) in CHCl3 (30 mL). The resulting mixture was vigorously stirred for 10 min at r.t. The organic layer was separated, washed with water, dried over Na2SO4, and concentrated in vacuo to yield the crude product. Purification by preparative LCMS (PE SCIEX, C18, acetonitrile—water with 0.035% trifluoroacetic acid) yielded the title compound (2.6 mg, 95% purity by LCMS). 1H NMR (500 MHz, CDCl3): δ 8.16 (s, 1H), 8.00 (br. d, 1H), 7.87 (m, 3H), 7.35 (m, 2H), 7.18 (d, J=8.5 Hz, 1H), 7.08 (m, 2H), 6.90 (m, 2H), 6.03 (br. s, 1H), 5.60 (br. s, 1H), 4.75 (m, 3H), 3.94 (q, J=7.0 Hz, 2H), 3.07 (m, 5H), 2.77 (d, J=7.6 Hz, 1H), 1.27 (m, 1H), 0.94 (m, 3H), 0.88 (t, J=7.4 Hz, 6H).

Provenance & Evidence