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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582860Generated: November 1, 2026

Hydrochloric Acid → N-(3-chloro-4-fluorophenyl)-7-(cyclopropylmethoxy)-6-nitroquinazolin-4-amine

https://huagongshe.com/reaction/1582860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclopropanemethanolHCID 75644—
ReactantN-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amineHCID 10640649—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-chloro-4-fluorophenyl)-7-(cyclopropylmethoxy)-6-nitroquinazolin-4-amineHCID 15541851—

Reaction Conditions

Temperature10 °C

Reaction Steps

29.36 g of cyclopropylmethanol are dissolved in 310 ml of N,N-dimethylformamide and cooled to about 10° C. in an ice bath. Then 41.58 g of potassium tert. butoxide are added batchwise, while the temperature should remain below 15° C. The reaction mixture is then stirred for another 30 minutes at 10° C., after which time 31.19 g of 4-[(3-chloro-4-fluoro-phenyl)amino]-7-fluoro-6-nitro-quinazoline are added batchwise, while again the temperature should not exceed 15° C. The deep red reaction mixture is stirred for another hour at 15° C. For working up, the mixture is poured onto 2.5 l of water and neutralised with 2N hydrochloric acid. The yellowish precipitate formed is suction filtered, washed with water and dried at 50° C. in a drying cupboard.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06740651B2
Source datasetuspto-grants-2004_05
ORD IDord-3796230834af4dd084466ab799f83b80
Source noteuspto-grants-2004_05