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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 850514Generated: November 2, 2026

Dimethylformamide → HCID 19363510, compound

https://huagongshe.com/reaction/850514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 19363469HCID 19363469—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventEthyl AcetateHCID 8857—
ProductHCID 19363510HCID 1936351055.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

2-Amino-4-methoxy-3-pentyloxy-N-(2-pyridin-4-ylethyl)benzamide (100 mg, 0.280 mmol) obtained in Example 2-61, dimethyl formamide dimethyl acetal (0.19 ml, 1.4 mmol) and DMF (0.5 ml) were mixed, and p-toluene sulfonate monohydrate (2 mg, 0.011 mmol) was added to this solution. The mixture was stirred at 130° C. for 5 hours, and ethyl acetate (15 ml) and saturated aqueous sodium hydrogencarbonate solution (15 ml) were added to separate the organic layer. The organic layer was washed with saturated bnne (15 ml), and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (chloroform/methanol=25/1) to give 7-methoxy-8-pentyloxy-3-(2-pyridin-4-ylethyl)-3H-quinazolin-4-one (57 mg, 55%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06017919
Source datasetuspto-grants-2000_01
ORD IDord-29ee2d2146b44cb4991e02df11bf31c5
Source noteuspto-grants-2000_01