Trifluoroacetic acid → HCID 25000227, compound

Participants

Reaction Steps

An aqueous solution of CAN (1 M, 1 mL) was added to 2 mL of DCM solution of compound 16 (˜0.25 mmol) and trifluoroacetic acid (0.1 mL). The resulting mixture was vigorously stirred for 20 min at r.t. The organic layer was separated, washed with water, dried over MgSO4, 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 in 18.5 mg yield. LC/MS (gradient 40-99%, 5 min.) RT=3.215. Calculated mass=243.2. Mass observed=243.7. 1H NMR (500 MHz, CDCl3): δ 0.88 (t, 3H), 1.36 (t, 3H), 2.98 (bq, 2H), 3.07 (bq, 2H), 3.15 (bq, 2H), 3.94 (q, 2H), 4.65 (d, 2H), 5.61 (bs, 1H), 6.32 (m, 1H), 6.36 (m, 1H), 6.61 (bt, 1H), 6.96 (t, 2H), 7.18 (t, 2H), 7.39 (s, 1H), 7.40 (d, 2H), 7.81 (d, 2H).

Provenance & Evidence