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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216558Generated: October 30, 2026

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

https://huagongshe.com/reaction/2216558

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; ethylacetae. Yield: 8.7 g, 56%; White liquid. (M+H) 312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112582B2
Source datasetuspto-grants-2006_09
ORD IDord-cd3deb7dc9014bacb78e7a8cfa42af93
Source noteuspto-grants-2006_09