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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729413Generated: October 28, 2026

Propionic Acid → 2-ethyl-7-methyl-3H-Imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/1729413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
Reactant4-Methylpyridine-2,3-diamineHCID 317495—
Product2-ethyl-7-methyl-3H-Imidazo[4,5-b]pyridineHCID 1869303690.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of propionic acid (0.89 ml, 12 mmols), 2,3-diamino-4-picoline (1.23 g, 10 mmol) and polyphosphoric acid (40 g) was heated to 100° C. for 6 hours. Work-up of the reaction and purification of the crude product according to the procedure described in Step 1 of Example 9 gave the desired compound (1.46 g, 90%) as a tan colored solid. 1H NMR (300 MHz, CDCl3): 8.14 (d, 1H, J=5 Hz), 7.01 (d, 1H, J=5 Hz), 3.02 (q, 2H, J=7.5 Hz), 2.69 (s, 3H), 1.45(t, 3H, J=7.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05332744
Source datasetuspto-grants-1994_07
ORD IDord-4728ad5a215d4c4a99e129547031d79a
Source noteuspto-grants-1994_07