Reaction #165528

ord-cf231f4cc8884ff9a82ecbbbc11fd404

Reaction equation

NC(=O)c1cc(Cl)ccn1
4-Chloro-2-pyridinecarboxamide
Nc1ccc(O)cc1
4-aminophenol
NC(=O)c1cc(Oc2ccc(N)cc2)ccn1
4-(2-carbamoyl-4-pyridyloxy)aniline

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Entry 14: 4-Chloropyridine-2-carbonyl chloride HCl salt was reacted with ammonia according to Method A2, Step 3b to form 4-chloro-2-pyridinecarboxamide. 4-Chloro-2-pyridinecarboxamide was reacted with 4-aminophenol according to Method A2, Step 4 using DMAC in place of DMF to give 4-(2-carbamoyl-4-pyridyloxy)aniline. According to Method C4, 2-methoxy-5-(trifluoromethyl)aniline was reacted with phosgene followed by 4-(2-carbamoyl-4-pyridyloxy)aniline to afford the urea.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08841330B2uspto-grants-2014_09