Sodium borohydride → HCID 59267787, compound

Participants

Reaction Steps

NaBH4 (22 mg, 0.585 mmol) was added to a solution of 5-({6-chloro-5-[1-(2-hydroxyethyl)-1H-indol-5-yl]-1H-benzimidazol-2-yl}oxy)-2-methylbenzoic acid (30 mg, 0.065 mmol, Example 263) in AcOH (1 mL). The reaction was maintained overnight at ambient temperature, quenched with 2 N aqueous HCl and concentrated. The residue was partitioned between EtOAc and H2O. The aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated. Purification of the resulting residue by reverse phase HPLC eluting with 35-100% MeCN/water) afforded the title compound. LC-MS: calculated for C25H22ClN3O4 463.91, observed m/e 464.3 (M+H)+ (Rt 1.60 min).

Provenance & Evidence