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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183695Generated: October 26, 2026

(4-Methoxyphenyl)boronic acid → Formic acid;7-(4-methoxyphenyl)-2-methyl-4-pyrrolidin-1-ylquinazoline

https://huagongshe.com/reaction/2183695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant7-Bromo-2-methyl-4-pyrrolidin-1-yl-quinazolineHCID 22474939—
ReactantHCID 68454173HCID 68454173—
CatalystHCID 178478475HCID 178478475—
SolventEthanolHCID 702—
ProductFormic acid;7-(4-methoxyphenyl)-2-methyl-4-pyrrolidin-1-ylquinazolineHCID 8658510435%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 44 mg (0.15 mmol) 7-Bromo-2-methyl-4-pyrrolidin-1-yl-quinazoline in 1.2 ml dioxane/dimethoxyethane 1:1 was added 57 mg (0.375 mmol) 4-methoxy-phenyl-boronic acid in 0.4 ml ethanol, 7 mg (0.007 mmol) Dichloro[1,1′-Bis(diphenylphosphino)-ferrocene]-palladium (II) dichloromethan adduct, and 0.6 ml 2 M Na2CO3aq. and the mixture was heated to 85° C. for 12 h. After filtration, the mixture was purified by reversed phase column chromatography eluting with an acetonitrile/water (formic acid) gradient yielding 17 mg (35%) of the title compound. MS m/e (%): 320.4 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900226B2
Source datasetuspto-grants-2005_05
ORD IDord-e1b497581adb401ca523a49369470f2f
Source noteuspto-grants-2005_05