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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247094Generated: October 31, 2026

Water → Methyl 4-bromobutyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/247094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl esterHCID 173322—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-bromobutyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylateHCID 10695552—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension comprising 9.96 g of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-5-methoxycarbonyl-pyridine-3-carboxylic acid, 5.4 ml of 1,4-dibromobutane and 2.07 g of potassium carbonate in 60 ml of dimethylformamide was heated at 50° C. under stirring for 2.5 hours. The mixture was then cooled to room temperature, poured into 400 ml of water and extracted with diethyl ether. The ethereal extracts were then dried on anhydrous sodium sulfate and evaporated to dryness to give an oil which was purified by flash chromatography on silica gel columns, employing first chloroform and then chloroform: ethyl acetate 97:3 by volume as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04705797
Source datasetuspto-grants-1987_11
ORD IDord-3ca39dc4917b45daa5b2fe72ae6685c3
Source noteuspto-grants-1987_11