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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861997Generated: October 28, 2026

Diisopropylethylamine → Ethyl 5-[(diethoxyphosphinyl)hydroxymethyl]imidazo[1,2-a]pyridine-2-carboxylate

https://huagongshe.com/reaction/861997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantDiethylphosphiteHCID 3780918—
ReactantEthyl 5-formylimidazo[1,2-a]pyridine-2-carboxylateHCID 19701256—
SolventTolueneHCID 1140—
ProductEthyl 5-[(diethoxyphosphinyl)hydroxymethyl]imidazo[1,2-a]pyridine-2-carboxylateHCID 1523387366%

Reaction Conditions

Temperature60 °C

Reaction Steps

Diethyl phosphite (1.7 g, 12.3 mmol, Aldrich), N,N-diisopropylethylamine (1.63 g, 12.4 mmol, Aldrich) and toluene (60 mL) were combined in a 100 mL flask equipped with a N2 inlet and condensor. After warming this solution to 60° C., the product from Example 54 was added. After stirring at 75°-80° C. for 3 h, all solvent was removed from this mixture and the residue was chromatographed (7.5/92.4/0.1 isopropanol/CH2Cl2 /HOAc) to give 1.2 g (66%) of the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05716964
Source datasetuspto-grants-1998_02
ORD IDord-53c716aaa28b41adac3665b2d0444bf6
Source noteuspto-grants-1998_02