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

HRID 1591882Notes

Reaction equation

HRID 1591882 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.[Cl:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl: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]([Cl:9])=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:19])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 88612,6-DiaminopyridineHCID 783922,6-Dichlorobenzoyl chloride

Product 1

HCID 58997335N-(6-Aminopyridin-2-yl)-2,6-dichlorobenzamideYield 66.5%

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-dichlorobenzoyl chloride (1.68 g, 8 mmol)(stir at 25° C. for 16 hr.) gives the title intermediate (1.5 g, 66% yield): mass spectrum (ion spray): m/z=282.0 (M+1)

Workup

  1. customsimilar to Preparation 48

Sources & evidence

ORD record
ord-3db0b532d2914ab1bb3c5155c95d5b65
Source dataset
uspto-grants-2007_11
Patent number
US07291632B2

Reaction notes

Loading…