1,4-Dibromobutane → {1-[1-(4-Pyrrolidin-1-ylmethyl-pyridin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-carbamic acid benzyl ester

Participants

Reaction Conditions

Reaction Steps

{1-[1-(4-Aminomethyl-pyridin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-carbamic acid benzyl ester dihydrochloride (200 mg, 0.441 mmol) was dissolved in dry DMA (5 mL). 1,4-Dibromobutane (0.264 mL, 2.206 mmol) was added followed by Na2CO3 (0.234 g, 2.206 mmol). The reaction mixture was heated at 80° C. in a microwave reactor for 20 min. The reaction mixture was diluted with MeCN (4 mL) and water (1 mL) and filtered. The resultant crude product was purified by mass triggered LCMS using 5-35% MeCN/water as the gradient to afford 67 mg of {1-[1-(4-Pyrrolidin-1-ylmethyl-pyridin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-carbamic acid benzyl ester.

Provenance & Evidence