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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193402Generated: October 30, 2026

Acetic Acid → HCID 43166646, compound

https://huagongshe.com/reaction/1193402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantIsopropylamineHCID 6363—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-(Pyridin-4-yl)piperidin-4-oneHCID 11332793—
SolventMethanolHCID 887—
ProductHCID 43166646HCID 4316664664%

Reaction Steps

1-(Pyridin-4-yl)piperidin-4-one (1.5 g, 8.52 mmol, 1.0 eq.) was dissolved in MeOH (40 ml); AcOH (0.6 ml) and isopropylamine (1.39 ml, 17.04 mmol, 2.0 eq.) were added and the mixture was stirred for 3 hours at RT. NaCNBH3 (856 mg, 12.78 mmol, 1.5 eq.) was then added in portions at 0° C. and stirring was carried out for a further 14 hours at RT. The reaction mixture was concentrated under reduced pressure and the residue was taken up in water (100 ml) and extracted with DCM (150 ml). The org. phase was washed with sat. NaHCO3 solution (100 ml), dried over sodium sulfate, concentrated and purified by column chromatography (Alox, 2% MeOH in DCM). Yield: 64% (1.2 g, 5.47 mmol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-f6de22e243064a67b9ec1ffb4c6dae76
Source noteuspto-grants-2014_03