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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38533Generated: October 28, 2026

Dimethylformamide dimethyl acetal → ethyl 3-cyano-2-[(E)-dimethylaminomethylideneamino]-5,7-dihydro-4H-furo[2,3-c]pyridine-6-carboxylate

https://huagongshe.com/reaction/38533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantEthyl 2-amino-3-cyano-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylateHCID 58116828—
Productethyl 3-cyano-2-[(E)-dimethylaminomethylideneamino]-5,7-dihydro-4H-furo[2,3-c]pyridine-6-carboxylateHCID 5811690298.2%

Reaction Steps

Ethyl 2-amino-3-cyano-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate from Example 36A (7.00 g, 29.8 mmol) was heated in dimethylformamide dimethylacetal (14.7 mL, 110 mmol) for 30 min to 110° C. The mixture was then concentrated in vacuo, and the residue was triturated with petroleum ether, the solvent was decanted, and the trituration was repeated. The remaining solid was then triturated with diethyl ether/petroleum ether (1:1), and the precipitate was collected by suction filtration to yield 8.5 g (98%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524722B2
Source datasetuspto-grants-2013_09
ORD IDord-cd6a9ede643640a1a846cbef67ddd10c
Source noteuspto-grants-2013_09