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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744839Generated: October 29, 2026

Hydrochloric Acid → 4-QuinazolinaMine, N-(3-chloro-4-fluorophenyl)-6-nitro-7-[[(3R)-tetrahydro-3-furanyl]oxy]-

https://huagongshe.com/reaction/1744839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(-)-3-HydroxytetrahydrofuranHCID 641512—
ReactantN-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amineHCID 10640649—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-QuinazolinaMine, N-(3-chloro-4-fluorophenyl)-6-nitro-7-[[(3R)-tetrahydro-3-furanyl]oxy]-HCID 66936816—

Reaction Steps

13.80 g of potassium tert-butoxide are added batchwise to a solution of 10.80 g of (R)-3-hydroxytetrahydrofuran in 100 ml of N,N-dimethylformamide while cooling with an ice bath. The reaction mixture is stirred for about one hour, then 10.40 g of 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-fluoroquinazoline are added batchwise. The cooling bath is then removed and the deep red reaction mixture is stirred for two hours at ambient temperature. For working up the reaction mixture is poured onto about 500 ml of water and neutralized with 2 N hydrochloric acid. The yellowish precipitate formed is suction filtered and dried at 70° C. in a circulating air drier. Yield: 12.80 g; melting point: 244° C.; mass spectrum (ESI−): m/z=403, 405 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07019012B2
Source datasetuspto-grants-2006_03
ORD IDord-855ef139e6ed4c179e58d194cc378f0b
Source noteuspto-grants-2006_03