2,6-Diaminopyridine → N-(6-Aminopyridin-2-yl)-2,6-difluorobenzamide

HRID 1716906

Reaction equation

HRID 1716906 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.[F:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:11]=1[C:12](Cl)=[O:13]>O1CCOCC1>[NH2:8][C:4]1[N:3]=[C:2]([NH:1][C:12](=[O:13])[C:11]2[C:10]([F:9])=[CH:18][CH:17]=[CH:16][C:15]=2[F:19])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 88612,6-DiaminopyridineHCID 874382,6-Difluorobenzoyl chloride

Product 1

HCID 44203136N-(6-Aminopyridin-2-yl)-2,6-difluorobenzamideYield 75.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Using a method similar to Preparation 48, using 2,6-diaminopyridine (2.6 g, 24 mmol), dioxane (75 mL), and 2,6-difluorobenzoyl chloride (1.4 g, 8 mmol) (stir at 25° C. for 16 hr.), gives the title intermediate (1.5 g, 75% yield): mass spectrum (ion spray): m/z=250.1 (M+1).

Workup

  1. customsimilar to Preparation 48

Sources & evidence

ORD record
ord-c3450ad10e3e4933af2f17642f4527ed
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Linked notes

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