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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423010Generated: October 30, 2026

Ammonium Chloride → N4-(3-Chloro-4-fluorophenyl)-7-(((3S)-tetrahydro-3-furanyl)oxy)-4,6-quinazolinediamine

https://huagongshe.com/reaction/2423010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(3-Chloro-4-fluorophenyl)-6-nitro-7-[[(3S)-tetrahydro-3-furanyl]oxy]-4-quinazolinamineHCID 54376755—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventDimethylformamideHCID 6228—
ProductN4-(3-Chloro-4-fluorophenyl)-7-(((3S)-tetrahydro-3-furanyl)oxy)-4,6-quinazolinediamineHCID 15606392—

Reaction Conditions

Temperature0 °C

Reaction Steps

100 g of 4-[(3-chloro4-fluorophenyl)amino]-6-nitro-7-((S)-tetrahydrofuran-3-yloxy)-quinazoline are hydrogenated in 400 ml DMF in the presence of 33.1 g Raney nickel and 18.7 g ammonium chloride at 40° C., until the calculated amount of hydrogen has been taken up. The catalyst is filtered off and the filtrate is added dropwise to 1.2 l water. The suspension is stirred for 2.5 h at 0° C., suction filtered and washed with 500 ml of water. The residue is dried overnight at 55° C. under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960546B2
Source datasetuspto-grants-2011_06
ORD IDord-652aca511bfb4503b257af7ee78bc575
Source noteuspto-grants-2011_06