Hydrochloric Acid → HCID 67390574、化合物

関与物質

反応手順

1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid (1.251 g, 5.316 mmol) and HATU (2.527 g, 6.645 mmol) were dissolved in dry DMF (15 mL) and stirred for 5 min. This solution was added to the solution of [2-(1-Amino-cyclopropyl)-pyridin-4-ylmethyl]-carbamic acid tert-butyl ester (2.8 g, 10.633 mmol) in dry DMF (5 mL). TEA (2.2 mL, 16 mmol) was then added and the reaction was stirred at room temperature for 25 min. The reaction was diluted with EtOAc (450 mL) and then acidified with 1N HCl (20 mL) to pH 1. Without separation of the layers, the mixture was basified with saturated NaHCO3 (140 mL) to pH 8.5. Layers were separated. The organic layer was further washed with water (3×350 mL). The organics was dried with anhydrous Na2SO4, filtered, and concentrated to afford 3.73 g of the crude product which was purified by Biotage flash column using 0-2% MeOH/DCM as the gradient to afford 1.447 g of (1-{1-[4-(tert-Butoxycarbonylamino-methyl)-pyridin-2-yl]-cyclopropylcarbamoyl}-cyclopropyl)-carbamic acid benzyl ester as a light brown foam.

情報源と証拠