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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158853Generated: November 1, 2026

Dimethylformamide → 5-tert-Butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

https://huagongshe.com/reaction/1158853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl ThioglycolateHCID 12185—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(tert-butoxycarbonyl)piperidineHCID 7010304—
SolventTriethylamineHCID 8471—
Product5-tert-Butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylateHCID 11845415—

Reaction Steps

5-tert-butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate was prepared according to the procedure as outlined in Example 1, (Step 1). Starting from tert-butyl-1-piperidinecarboxylate (9.9 g, 50 mmol), POCl3 (6.3 g, 40 mmol) and DMF (3.8 g, 50 mmol). The chloroformyl intermediate was reacted with ethyl mercaptoacetate (6.0 g, 50 mmol) and Et3N. The product was purified by SiO2 column chromatography by eluting it with 3:1 hexane; ethylacetate. Yield: 8.7 g, 56%; White liquid. (M+H) 312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812014B2
Source datasetuspto-grants-2010_10
ORD IDord-7d179052aaef45d29607dae1ad9a7a7b
Source noteuspto-grants-2010_10