Sodium Bicarbonate → HCID 59455034, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)-2-(4-methoxyphenyl)propan-2-ol (0.145 g, 0.39 mmol) in DCM (10 mL) at −78° C. was added borontribromide (0.293 g in 5 mL DCM). The reaction mixture was stirred at −78° C. for 30 min. and then at 25° C. for 1 h. The solution was poured into ice water, basified with saturated aqueous NaHCO3 and extracted with EtOAc. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by HPLC to obtain 12 mg of product as the TFA salt. 1H NMR (CD3OD, TFA salt) δ (ppm): 7.50 (d, 2H), 7.30 (s, 1H), 7.16 (d, 1H), 7.08 (d, 1H), 6.90 (s, 1H), 6.82 (d, 2H), 4.70 (m, 1H), 4.40 (m, 1H), 3.80 (m, 1H), 3.60 (m, 1H), 3.10 (m, 5H), 2.40 (s, 3H), 1.85 (s, 3H).

Provenance & Evidence