Sodium Hydroxide → HCID 23112218, compound

HRID 731952Notes

Reaction equation

HRID 731952 reaction equation
[Cl:1][C:2]1[C:3]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([O-:9])=[O:8].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[C:3]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23112217HCID 23112217, compound

Product 1

HCID 23112218HCID 23112218, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Chloro-6-[(2,4-dimethoxybenzyl)amino]nicotinate was treated with sodium hydroxide in ethanol to obtain 5-chloro-6-[(2,4-dimethoxybenzyl)amino]nicotinic acid. To the compound were added toluene, diphenylphosphoryl azide (DPPA), tert-butyl alcohol, and triethylamine, and the whole was stirred under reflux with heating. The resulting compound was treated with trifluoroacetic acid to obtain 3-chloropyridin-2,5-diamine.

Sources & evidence

ORD record
ord-394ae546335547938b6cb5155c9eb8a8
Source dataset
uspto-grants-2009_09
Patent number
US07585878B2

Reaction notes

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