Ammonia → 4-Chloropyridine-2-carboxamide

HRID 2078585Notes

Reaction equation

HRID 2078585 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9](Cl)=[O:10])[CH:4]=1.[NH3:12]>>[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH2:12])=[O:10])[CH:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 223972704-Chloropyridine-2-carbonyl chloride--hydrogen chloride (1/1)

Product 1

HCID 3035434-Chloropyridine-2-carboxamide

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 afford the urea.

Sources & evidence

ORD record
ord-7900d153a1814c8eaf8a691df5ce7a88
Source dataset
uspto-grants-2011_04
Patent number
US07928239B2

Reaction notes

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