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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194382Generated: October 27, 2026

Diisopropylethylamine → HCID 67243364, compound

https://huagongshe.com/reaction/2194382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BromideHCID 253881—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22349857HCID 22349857—
Reactant1-(4-Chlorobutyl)-3-methoxy-1H-pyridin-2-oneHCID 59234647—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventWater ethylacetateHCID 22728543—
ProductHCID 67243364HCID 6724336458.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-(4-chlorobutyl)-3-methoxy-1H-pyridin-2-one (0.93 mmol, 0.20 g) from Example 5.1, 2-tert-butyl-4-piperazin-1-yl-6-propylpyrimidine (0.93 mmol, 0.24 g; prepared as described in DE 19735410), sodium bromide (4.64 mmol, 0.48 g), ethyldiisopropylamine (9.09 mmol, 1.17 g) and N-methylpyrrolidinone (0.5 ml) was heated at 120° C. for 6 hours. The resulting suspension was filtered with suction and the filtrate was concentrated. The residue obtained in this way was taken up in ethyl acetate/water. The aqueous mixture was adjusted to pH 5.5 with sodium bicarbonate and the aqueous mixture was extracted several times with diethyl ether. The organic phase was then dried, the desiccant was removed by filtration, and the organic phase was concentrated under reduced pressure. Chromatography of the residue on silica gel (eluent: CH2Cl2/CH3OH (0-2%) afforded 0.24 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334289B2
Source datasetuspto-grants-2012_12
ORD IDord-443de11d3c5143aa921131dfaee778ac
Source noteuspto-grants-2012_12