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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355621Generated: October 30, 2026

Trifluoroacetic acid → N3-(4-methoxybenzoyl)-3,4-pyridinediamine

https://huagongshe.com/reaction/1355621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN4-(tert-butyloxycarbonyl)-N3-(4-methoxybenzoyl)-3,4-pyridinediamineHCID 12069537—
SolventDichloromethaneHCID 6344—
ProductN3-(4-methoxybenzoyl)-3,4-pyridinediamineHCID 1206953876.3%

Reaction Steps

A solution of N4-(tert-butyloxycarbonyl)-N3-(4-methoxybenzoyl)-3,4-pyridinediamine (600 mg, 1.75 mmol) in methylene chloride (8 mL) was treated with trifluoroacetic acid (1.35 mL, 17.5 mmol). After 6.5 h, the mixture was concentrated and the residue dissolved in water and treated with 5 N aqueous sodium hydroxide. The resulting precipitate was collected by filtration yielding 325 mg (76%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586459B2
Source datasetuspto-grants-2003_07
ORD IDord-8b6f36a7a30b4f8eaf0c8926e47547ae
Source noteuspto-grants-2003_07