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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168459Generated: October 29, 2026

Methyl imidazo(1,2-a)pyridine-6-carboxylate → 5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/2168459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl imidazo(1,2-a)pyridine-6-carboxylateHCID 2764326—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid methyl esterHCID 10726059—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a 50 ml pressure bottle were placed methyl imidazo[1,2-a]pyridine-6-carboxylate (0.26 g), acetic acid (10 mL), and wet 5% palladium on carbon (0.052 g). The reaction mixture was stirred for 16 hours at 30 psi and 50° C. The solid was filtered off, and the filtrate was concentrated. The residue was dissolved in ethyl acetate. It was then washed with saturated sodium bicarbonate, brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045420B2
Source datasetuspto-grants-2015_06
ORD IDord-5c32c4bc227f43788b73a4113bd3e3b2
Source noteuspto-grants-2015_06