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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747274Generated: November 1, 2026

Ethyl 4-piperidinecarboxylate → HCID 22729501, compound

https://huagongshe.com/reaction/1747274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
Reactant3-AminoisonicotinaldehydeHCID 2763001—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventDichloromethaneHCID 6344—
ProductHCID 22729501HCID 22729501104.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

3-Amino-pyridine-4-carbaldehyde (5.00 g, 40.9 mmol) was dissolved in DCM (60 mL), ethyl 4-piperidinecarboxylate (7.57 mL, 49.1 mmol) and NaBH(OAc)3 (10.4 g, 49.1 mmol) were added and the reaction mixture was heated in a microwave reactor at 60° C. for 5 min. The reaction mixture was diluted with DCM (100 mL) and quenched with sat aq Na2CO3 (50 mL). The organic fraction was washed with sat aq NH4Cl (30 mL). The combined aq fractions were extracted with DCM (2×50 mL) and the combined organic fractions were dried (MgSO4) and concentrated in vacuo to give the crude title compound as a yellow gum (11.3 g). LCMS (ES+): 264.1 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150574B2
Source datasetuspto-grants-2015_10
ORD IDord-02d63982ef114886ae86c45434cf17da
Source noteuspto-grants-2015_10