Reaction #165525

ord-a30e281a8dea4b9690bc11b0eed73e2f

Reaction equation

NC(=O)c1cc(Cl)ccn1
4-Chloro-2-pyridinecarboxamide
Nc1cccc(O)c1
3-aminophenol
NC(=O)c1cc(Oc2cccc(N)c2)ccn1
3-(2-carbamoyl-4-pyridyloxy)aniline

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Entry 12: 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 3-aminophenol according to Method A2, Step 4 using DMAC in place of DMF to give 3-(2-carbamoyl-4-pyridyloxy)aniline. According to Method C2a, 2-methoxy-5-(trifluoromethyl)aniline was reacted with phosgene followed by 3-(2-carbamoyl-4-pyridyloxy)aniline to afford the urea.

Source

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