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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430498Generated: October 25, 2026

4-Methylmorpholine → N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide)

https://huagongshe.com/reaction/430498

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantIsobutyl chloroformateHCID 62365—
ReactantPhenylpropiolic AcidHCID 69475—
ReactantN4-(3-Bromophenyl)quinazoline-4,6-diamineHCID 5328042—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide)HCID 98462270.7%

Reaction Steps

A solution of 0.93 g of 3-phenyl-2-propynoic acid in 10 ml of tetrahydrofuran was cooled in an ice bath. A 0.82 ml portion of isobutyl chloroformate followed by a 0.69 ml portion of N-methyl morpholine were added. After about 1 minute a solution of 1.0 g of N-(3-bromophenyl)4,6-quinazolindiamine in 7 ml of pyridine was added. The reaction at 0° C. for 1 hr.. The solvents were removed at reduced pressure and the solid was purified by chromatography on silica gel to give 0.01 g of N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide): mass spectrum (m/e): 443.2, 445.2 (M+H, electrospray).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323209B1
Source datasetuspto-grants-2001_11
ORD IDord-2b0269bb498842ba86a0ff757a966947
Source noteuspto-grants-2001_11