Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525451Generated: October 30, 2026

Citric Acid → HCID 178445765, compound

https://huagongshe.com/reaction/525451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthanolHCID 702—
Reactant4-Piperidinecarboxylic acidHCID 3773—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant2-(4-Tert-butyl-cyclohexyloxy)-quinoline-6-carbaldehydeHCID 86668417—
ProductHCID 178445765HCID 17844576516%

Reaction Steps

To the solution of 2-(4-tert-butyl-cyclohexyloxy)-quinoline-6-carbaldehyde (350 mg, 1.1 mmol) and piperidine-4-carboxylic acid (145 mg, 1.12 mmol) in ethanol (8 mL, 100 mmol) was heated to reflux for 2 h. The yellow solution was cooled to rt and sodium cyanoborohydride (84.8 mg, 1.35 mmol) was added and was heated to reflux for 1 h. After cooled down to rt, citric acid was added and concentrated down. The solid was suspended in water and filtrate, and the collected solid was washed thoroughly with water. HPLC purification of the solid gives the product. 77 mg, yield: 16%. ESI-MS (M+1)+: 425.00.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340527B2
Source datasetuspto-grants-2016_05
ORD IDord-dd87ff43f80343518822a72fd3858dd6
Source noteuspto-grants-2016_05