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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363941Generated: October 31, 2026

Sodium Bicarbonate → HCID 66743691, compound

https://huagongshe.com/reaction/2363941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
Reactant3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamideHCID 9920852—
SolventAcetic AcidHCID 176—
ProductHCID 66743691HCID 6674369192%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.108 g, 0.500 mmol), N-Boc-piperidin-4-one (0.600 mg, 3.00 mmol), p-toluenesulfonic acid monohydrate (0.0095 g, 0.050 mmol) and acetic acid (3.0 mL) was stirred for 1 h at 70° C. The mixture was poured into sat. aqueous sodium hydrogen carbonate (100 mL). Extraction with ethyl acetate-tetrahydrofuran (3:1, 100 mL), drying over magnesium sulfate, filtration and concentration at reduced pressure gave a solid. The solid was triturated with ethyl acetate-dichloromethane, and the precipitate was collected by filtration to afford the title compound (0.184 g, 92%) as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-148d7be769034b37b25d5bdd4a8e079d
Source noteuspto-grants-2014_04