Boron tribromide → HCID 73855121, compound

Participants

Reaction Conditions

Reaction Steps

To a N2-purged flask was added the product of Example 114 (60 mg, 0.11 mmol) and anhydrous DCM (5 mL). The solution was cooled to −78° C. prior to the addition of a 1.0M solution of BBr3 in DCM (0.50 mL). The solution was allowed to warm to ambient temperature with stirring. After 7 h the solution was quenched by addition of MeOH (10 mL) and then concentrated under reduced pressure. The crude material was purified by reverse-phase HPLC (C18 column), eluting with 0.05% TFA in MeCN—H2O (1:9 to 9:1) to provide the title compound (15 mg, 26%). 1H-NMR (CDCl3): δ 7.40 (1H, d), 7.35 (1H, t), 7.29 (1H, dd), 7.13-7.25 (3H, m), 6.95-7.01 (3H, m), 6.76 (1H, dd), 6.49 (1H, d), 5.08 (2H, s), 3.56 (3H, s), 3.02 (2H, q), 1.05 (3H, t); MS(ESI): 514 (MH+).

Provenance & Evidence