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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079621Generated: October 30, 2026

Acetic Acid → Tert-butyl 4-(7-bromo-2-(4-sulfamoylphenylamino)quinazolin-8-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/2079621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfanilamideHCID 5333—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantTert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylateHCID 59199246—
SolventIsopropanolHCID 3776—
ProductTert-butyl 4-(7-bromo-2-(4-sulfamoylphenylamino)quinazolin-8-yloxy)piperidine-1-carboxylateHCID 5919926537%

Reaction Conditions

Temperature105 °C

Reaction Steps

Solid KOtBu (442 mg, 3.95 mmole) was added to a solution of tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate (500 mg, 1.13 mmole) and 4-aminobenzenesulfonamide (777 mg, 4.62 mmole) in IPA (15 mL). The reaction was sealed and heated to 105° C. with stirring. After 2.5 hours, AcOH was added to the reaction to pH 4 and the reaction was evaporated to a solid. The crude product was dissolved in DMSO (15 mL) and purified by prep. HPLC to give 241 mg of product in 37% yield (417 mmole).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932262B2
Source datasetuspto-grants-2011_04
ORD IDord-ca066d03a754464296adc8666d4975aa
Source noteuspto-grants-2011_04