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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466688Generated: October 25, 2026

Butyric Acid → 5-Butyramido-2-propylimidazo[4,5-b]pyridine

https://huagongshe.com/reaction/466688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyric AcidHCID 264—
ReactantDichloromethaneHCID 6344—
Reactant2,6-Diamino-3-nitropyridineHCID 319998—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventAmmonium HydroxideHCID 14923—
Product5-Butyramido-2-propylimidazo[4,5-b]pyridineHCID 2240738149.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2,6-diamino-3-nitropyridine (878 mg, 5.7 mmol) and Pd-C (10%, 100 mg) in MeOH (100 mL) was stirred under 1 atm. H2 for 16 hours. The mixture (containing the air sensitive triamine) was filtered, evaporated, and to this flask was added polyphosphoric acid (15 mL) and butyric acid (1.05 mL, 11.5 mmol). This mixture was heated to 80° C. for 5 hours, cooled to room temperature, diluted with water and neutralized with concentrated NH4OH. Extractive workup (CH2Cl2) gave 345 mg of 5-(butyramido)-2-propylimidazo[4,5-b]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05157026
Source datasetuspto-grants-1992_10
ORD IDord-456bbe93220848599009a8d9c9554856
Source noteuspto-grants-1992_10