Triethylamine → HCID 46851731, compound

Participants

Reaction Steps

To a solution of 5-(azetidin-3-ylmethylsulfonyl)-1-(cyclopropylmethyl)-2-neopentyl-1H-benzo[d]imidazole (STEP F of Example 3, 350 mg, 0.780 mmol) and triethylamine (395 microL, 2.81 mmol) in dichloromethane (10 mL) was added methanesulfonyl chloride (67.0 microL, 0.819 mmol) and stirred for 3 h at room temperature. The reaction mixture was concentrated in vacuo, extracted with ethyl acetate (15 mL) and water (30 mL). The organic layer was dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by silica gel column chromatography (dichloromethane-methanol=100:0 to 100:6). T he resulting product was recrystallized with ethanol (6 mL)-ethyl acetate (1 mL) to give the title compound (212 mg) as pale yellow solid.

Provenance & Evidence