Hydrochloric Acid → HCID 178457849, compound

Participants

Reaction Steps

A glass microwave reaction vessel was charged with cis-4-(2-chloro-5-nitropyridin-4-ylamino)-N-isopropylcyclohexanecarboxamide (200 mg, 0.587 mmol) and 2-morpholinoethanamine (0.092 mL, 0.704 mmol) in 2-propanol. A drop of HCl (2N in ether) was added, and the reaction mixture was stirred and irradiated in a microwave at 175° C. for 2 hours. Additional 2-morpholinoethanamine (0.030 mL, 0.24 mmol) was added, and the mixture was heated an additional 20 minutes. The mixture was evaporated and the residue diluted with 10% IPA/DCM, washed with water, brine, and the organic layer dried over Na2SO4. The mixture was purified via flash chromatography using a linear gradient of 0% to 10% of 1% NH4OH in MeOH in DCM. Intermediate cis-N-isopropyl-4-(2-(2-morpholinoethylamino)-5-nitropyridin-4-ylamino)cyclohexanecarboxamide was isolated as a yellow film (128 mg).

Provenance & Evidence