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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263975Generated: October 26, 2026

Water → Methyl 5-acetyl-4-(4-chlorophenyl)-1,2,6-trimethyl-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/263975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 5-acetyl-2,6-dimethyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylateHCID 15337221—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-acetyl-4-(4-chlorophenyl)-1,2,6-trimethyl-1,4-dihydropyridine-3-carboxylateHCID 1533722821.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.0 g (3.2 mmol) of the compound from Example I are dissolved in 15 ml of DMF and treated under argon with 180 mg of NaH. The mixture is stirred at 0° C. for 15 minutes. 0.51 ml (6.2 mmol) of MeI is then added dropwise and the mixture is stirred again for 30 min. It is treated successively with H2O and ethyl acetate and the organic phase is washed with saturated aqueous NaCl solution. It is then concentrated and the residue is separated on silica gel (petroleum ether/AcOEt=1+1). The appropriate fractions crystallize from Et2O/petroleum ether. 230 mg of the title compound are obtained. MS:333.8 Rf =0.57 (petroleum ether/AcOEt=1+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646166
Source datasetuspto-grants-1997_07
ORD IDord-fec82b764d824a10bfd5fcdc33f0039a
Source noteuspto-grants-1997_07