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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762218Generated: October 27, 2026

Dimethylamine → HCID 53891503, compound

https://huagongshe.com/reaction/1762218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
Reactant8-(2-Methoxycarbonylamino-6-methylbenzyloxy)-2-methyl-3-(2-propynyl)imidazo(1,2-a)pyridineHCID 195217—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 53891503HCID 5389150385%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 8-(2-methoxycarbonylamino-6-methylbenzyloxy)-2-methyl-3-(2-propynyl)imidazo[1,2-a]pyridine (230 mg) in 1.4-dioxane (4.6 ml) were added 36% formaldehyde (105 mg), 50% dimethylamine in water (142 mg) and cuprous chloride (12.5 mg). After the mixture was stirred at 50° C. for 5 hours, 1.4-dioxane was evaporated under reduced pressure. The resultant residue was dissolved in chloroform (20 ml) and insoluble material was filtered off. The filtrate was washed with an aqueous solution of sodium bicarbonate and water in turn, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was recrystallized from a mixture of ethyl acetate and n-hexane to give 3-(4-N,N-dimethylamino-2-butynyl(-8-(2-methoxycarbonylamino-6-methylbenzyloxy)-2-methylimidazo-[1,2-a]pyridine (175 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04831041
Source datasetuspto-grants-1989_05
ORD IDord-9a4c090ae90c441f97e9abc2102bed77
Source noteuspto-grants-1989_05