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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42260Generated: October 25, 2026

1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine → (E)-1-(2-chloroimidazo[1,2-a]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-one

https://huagongshe.com/reaction/42260

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 547712—
Reactant1-{2-Chloroimidazo[1,2-a]pyridin-3-yl}ethan-1-oneHCID 54594113—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(E)-1-(2-chloroimidazo[1,2-a]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-oneHCID 59606857—

Reaction Steps

In a 100 mL round bottom flask, a solution of EXAMPLE 1C (4.25 g, 21.84 mmol), 1,1-di-tert-butoxy-N,N-dimethylmethanamine (28.8 mL, 120 mmol), and N-methyl-2-pyrrolidinone (15 mL) was heated at 85° C. for 2 hours. The reaction was concentrated under high vacuum on a rotavap at 60° C. The residual solid was triturated with 5 mL ether, filtered and dried to provide the title compound. MS (ES r) m/e 249.8 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536180B2
Source datasetuspto-grants-2013_09
ORD IDord-72f551a871184881812c94a6e7bf6696
Source noteuspto-grants-2013_09