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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375979Generated: November 1, 2026

Ethyl Acetate → Methyl 6-[(1-benzyl-3-pyrrolidinyl)amino]nicotinate

https://huagongshe.com/reaction/2375979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-chloropyridine-3-carboxylateHCID 254249—
Reactant1-Benzyl-3-aminopyrrolidineHCID 2756613—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-[(1-benzyl-3-pyrrolidinyl)amino]nicotinateHCID 6896049046%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 6-chloronicotinate (5.0 g), 1-benzyl-3-aminopyrrolidine (6.16 g) and K2CO3 (4.83 g) in DMF (20 ml) was stirred at 100°C. for 10 hours under atmospheric pressure of nitrogen. The reaction mixture was poured into a mixture of AcOEt and water 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-MeOH (97:3). The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 6-[(1-benzylpyrrolidin-3-yl)amino]nicotinate (4.17 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-a94a0af898294d2d8f4a1bd63f05d3ca
Source noteuspto-grants-2008_12