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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427485Generated: October 25, 2026

Methylamine → 8-(2-ethyl-6-methylbenzylamino)-N, 2,3-trimethylimidazo[1,2-a]pyridine-6-carboxamide

https://huagongshe.com/reaction/427485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant2,3-Dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylic acidHCID 11823936—
SolventDichloromethaneHCID 6344—
Product8-(2-ethyl-6-methylbenzylamino)-N, 2,3-trimethylimidazo[1,2-a]pyridine-6-carboxamideHCID 986324226%

Reaction Steps

2,3-Dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid (0.15 g, 0.44 mmol) and o-Benzotriazol-1-yl-N,N,N′,N′-Tetramethyluronium tetrafluoroborate (TBTU) (0.14 g, 0.44 mmol) were added to methylene chloride (10 ml) and the reaction mixture was stirred at room temperature for 15 min. Methylamine (0.1 g, 3.2 mmol) was added and the reaction mixture was stirred at ambient temperature for 1.5 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using ethylacetate:methylene chloride (1:1) as eluent. The yield was treated with diethyl ether to give 40 mg (26%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313137B1
Source datasetuspto-grants-2001_11
ORD IDord-21e4605fc6fd4ff89efa148354f82356
Source noteuspto-grants-2001_11