Sodium Hydroxide → HCID 117780519, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 160l and 160j (480 mg, 1.3 mmol), and sodium hydroxide (104 mg, 2.6 mmol) in ethanol (20 mL) and water (20 mL) was stirred at 19° C. for 2 h. See FIG. 5. The mixture was diluted with water (20 mL) and extracted with EtOAc (20 mL×2). The organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford (2-(6-(tert-butyl)-1-methyl-1H-benzo[d]imidazol-2-yl)-4-chloropyridin-3-yl)methanol 160k and (2-(5-(tert-butyl)-1-methyl-1H-benzo[d]imidazol-2-yl)-4-chloropyridin-3-yl)methanol 160l as a mixture of regioisomers (400 mg, 94%). MS-ESI: [M+H]+ 330.2.

Provenance & Evidence