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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754911Generated: October 28, 2026

Sodium Bicarbonate → HCID 66818134, compound

https://huagongshe.com/reaction/1754911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Methoxyisonicotinic AcidHCID 819942—
Reactanttert-Butyl 4-amino-4-cyanopiperidine-1-carboxylateHCID 22091429—
SolventEthanolHCID 702—
ProductHCID 66818134HCID 66818134—

Reaction Steps

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride 2,7-hydrate (1.06 g, 3.26 mmol) was added to a solution of 2-methoxy-isonicotinic acid (500 mg, 3.26 mmol) and 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (669 mg, 2.97 mmol) in EtOH (8.0 ml) at room temperature, and the mixture was stirred for 46.5 hours. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with AcOEt three times. The organic layers were washed with saturated brine, and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography (CH2Cl2/MeOH=99:1 to 95:5) to give 4-cyano-4-[(2-methoxy-pyridine-4-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless form (901 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169254B2
Source datasetuspto-grants-2015_10
ORD IDord-f3123588ecfb40d1b36e625842acfeb9
Source noteuspto-grants-2015_10