2-Amino-5-chloro-3-nitropyridine → 5-Chloro-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine

HRID 371671Notes

Reaction equation

HRID 371671 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH2:8])=[N:6][CH:7]=1.[F:12][C:13]([F:20])([CH:17]([F:19])[F:18])[C:14](Cl)=[O:15]>>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH:8][C:14](=[O:15])[C:13]([F:20])([F:12])[CH:17]([F:19])[F:18])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 2241682-Amino-5-chloro-3-nitropyridineHCID 27767442,2,3,3-Tetrafluoropropanoyl chloride

Product 1

HCID 203555065-Chloro-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine

Procedure

5-Chloro-3-nitro-2-aminopyridine is reacted with 2,2,3,3-tetrafluoropropionyl chloride to yield 5-chloro-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine, which when hydrogenated yields 6-chloro-1-hydroxy-2-(1,1,2,2-tetrafluoroethyl)-1H-imidazo(4,5-b)pyridine. This compound is reacted with trimethylamine to prepare 6-chloro-1-hydroxy-2-(1,1,2,2-tetrafluoroethyl)-1H-imidazo(4,5-b)pyridine trimethylamine salt.

Sources & evidence

ORD record
ord-91304abe24714f30898b430fb5f16398
Source dataset
uspto-grants-1978_05
Patent number
US04087432

Reaction notes

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