HCID 66716692, compound → HCID 67284088, compound

Participants

Reaction Conditions

Reaction Steps

To a 50 mL round bottom flask under nitrogen was added 185 (161 mg, 0.68 mmol) and THF (1 mL). The mixture was stirred magnetically at 0° C. and then BH3 in THF (1 M, 2.25 mL, 2.25 mmol) was added slowly dropwise. After 1 h, the reaction was quenched with HCl in MeOH (2 M, 1.4 mL). The reaction was concentrated in vacuo and the residue was purified by preparative HPLC-MS using a 15-40% MeCN in water gradient. The appropriate fractions were collected and concentrated in vacuo to give the title compound as a white solid (39 mg, 26% yield): 1H NMR (400 MHz, DMSO-d6) δ ppm 1.39 (d, J=6.82 Hz, 3H) 1.61-1.69 (m, 2H) 3.37-3.42 (m, 2H) 4.47 (br. s., 1H) 4.56-4.63 (m, 1H) 6.70 (d, J=2.02 Hz, 1H) 6.71-6.76 (m, 1H) 6.84 (d, J=8.08 Hz, 1H) 10.58 (s, 1H). ESI-MS: m/z 222.2 (M+H)+.

Provenance & Evidence