2-Fluoro-isonicotinoyl chloride → 7-Bromo-2-(2-fluoropyridin-4-YL)-[1,2,4]triazolo[1,5-A]pyridine

HRID 1802295Notes

Reaction equation

HRID 1802295 reaction equation
CC1C=C(C)C=C(C)C=1S([O-])(=O)=O.[NH2:14][N+:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:16]=1[NH2:22].[F:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][N:32]=1)[C:27](Cl)=O>>[Br:21][C:18]1[CH:19]=[CH:20][N:15]2[N:14]=[C:27]([C:26]3[CH:30]=[CH:31][N:32]=[C:24]([F:23])[CH:25]=3)[N:22]=[C:16]2[CH:17]=1

Participants

3

Reactant 2

HCID 143034342-Fluoro-isonicotinoyl chlorideHCID 866660161,2-Diamino-4-bromo-pyridinium 2,4,6-trimethyl-benzenesulfonate

Product 1

HCID 677752997-Bromo-2-(2-fluoropyridin-4-YL)-[1,2,4]triazolo[1,5-A]pyridineYield 77.7%

Procedure

The product was prepared in the same manner as described in example 1b using 1,2-diamino-4-bromopyridinium 2,4,6-trimethylbenzenesulfonate (2.2 g, 5.67 mmol) and 2-fluoroisonicotinoyl chloride (1.81 g, 11.3 mmol) as starting materials. The reaction affords 7-bromo-2-(2-fluoropyridin-4-yl)-[1,2,4]triazolo[1,5-a]pyridine (1.29 g, 77.7%) as white powder. MS: m/z=294.9 (M+H+).

Workup

  1. customThe product was prepared in the same manner

Sources & evidence

ORD record
ord-ecf2d22969164ee1b552753f019f20c8
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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