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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382725Generated: November 1, 2026

3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine → 3-(2-Cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl) pyridine-5-carboxylic acid

https://huagongshe.com/reaction/382725

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridineHCID 10718828—
ReactantFormic acid methanolHCID 18963719—
CatalystPalladiumHCID 23938—
SolventChloroformHCID 6212—
Product3-(2-Cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl) pyridine-5-carboxylic acidHCID 10499437—

Reaction Steps

The solution of 3-benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4- (4-nitrophenyl)pyridine (3.24 g, 7.02 mmol) in 160 ml of 4.4% (w/w) formic acid/MeOH mixture was stirred with Pd/C (10%, 3.24 g) for 30 min., the reaction was quenched by addition of 10 ml of CHCl3. The mixture was filtered and concentration of filtrate give a yellow powder, which was dissolved in CHCl3, washed with water and 1N HCL. After drying and removal of solvent, 3-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine-5-carboxylic acid was obtained as a yellow powder (1.94 g, 75%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310076B1
Source datasetuspto-grants-2001_10
ORD IDord-6e024b7b113c4bfc9a983dda2f2a5f39
Source noteuspto-grants-2001_10