Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398352Generated: October 26, 2026

Ethyl orthoformate → Ethyl acetate methanol ammonium hydroxide

https://huagongshe.com/reaction/398352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantMethyl 5,6-diaminopyridine-3-carboxylateHCID 9920476—
SolventFormic AcidHCID 284—
ProductEthyl acetate methanol ammonium hydroxideHCID 21901312—
ProductMethyl 1h-imidazo[4,5-b]pyridine-6-carboxylateHCID 71433321—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl-5,6-diaminonicotinate (461 mg, 2.76 mmol), formic acid (250 μL) and triethyl orthoformate (7.5 mL) was heated to 100° C. for 2 h. The mixture was then concentrated to an oily solid. Silica gel chromatography (8:1:1 EtOAc-MeOH—NH4OH) afforded the title compound as a cream-colored solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610692B1
Source datasetuspto-grants-2003_08
ORD IDord-ecff761e14b14c1f9301a58c180cffb2
Source noteuspto-grants-2003_08