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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262002Generated: October 28, 2026

Acetic Acid → HCID 66711527, compound

https://huagongshe.com/reaction/1262002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperazineHCID 4837—
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 3-oxopiperidine-1-carboxylateHCID 2756825—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ProductHCID 66711527HCID 66711527—

Reaction Steps

3-Oxo-piperidine-1-carboxylic acid tert-butyl ester (2.0 g, 1.0E1 mmol) and piperazine, 1-methyl- (1.10 g, 11.0 mmol) were dissolved in a solution of Acetic acid (0.500 mL, 8.79 mmol) and Methylene chloride (50.0 mL, 7.80E2 mmol). After stirring at room temperature for 15 minutes, Sodium triacetoxyborohydride (4.2 g, 2.0E1 mmol) was added and the reaction was allowed to stir overnight at room temperature. The reaction mixture was poured over saturated sodium bicarbonate and organics were extracted with dichloromethane/ethyl acetate. Combined extracts were then dried over sodium sulfate, filtered and reduced. TLC showed evidence of a new product (iodine visualization). 2.25 g of crude 3-(4-Methyl-piperazin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-270bc7733e304d5b96ad3d0183166a3c
Source noteuspto-grants-2013_06