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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226308Generated: October 30, 2026

4-Chlorobenzoic Acid → HCID 68966933, compound

https://huagongshe.com/reaction/226308

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzoic AcidHCID 6318—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 10752245HCID 10752245—
SolventDimethylformamideHCID 6228—
SolventWater ethylacetateHCID 22728543—
ProductHCID 68966933HCID 6896693376.2%

Reaction Steps

A mixture of methyl 6-(4-piperidylamino)nicotinate (1.0 g), 4-chlorobenzoic acid (699 mg), HOBt (603 mg) and EDCI (693 mg) in DMF (20 ml) was stirred at ambient temperature for 15 hours. The reaction mixture was poured into a mixture of AcOEt-H2O and the organic layer was washed with brine and dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with AcOEt-n-hexane (7:3). The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 6-{[1-(4-chlorobenzoyl)-4-piperidyl]amino}nicotinate (1.21 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-ecc7b1fc945c4f2aae69a3c8e6717154
Source noteuspto-grants-2009_07