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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036778Generated: November 3, 2026

Phenylboronic Acid → HCID 136414055, compound

https://huagongshe.com/reaction/2036778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 135742326HCID 135742326—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-(Di-tert-butylphosphino)biphenylHCID 2734215—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 136414055HCID 136414055116.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

Palladium (II) acetate (19 mg, 0.085 mmol), potassium fluoride (498 mg, 8.57 mmol), 2-(di-tert-butylphosphino)biphenyl (51.1 mg, 0.171 mmol), and phenylboronic acid (522 mg, 4.27 mmol) were combined in a microwave vial under an argon atmosphere. A solution of 5-chloro-2-(trifluoromethyl)quinazolin-4(3H)-one (710 mg, 2.86 mmol) in dry THF (9 mL) was added and the mixture was heated in the microwave at 100° C. for 30 min. After this time, the reaction mixture was diluted with ethyl acetate (50 mL) and washed with 1N NaOH (25 mL) and saturated NaCl (25 mL). The organic layer was separated, dried over sodium sulfate and then concentrated under reduced pressure to give the crude product (968 mg), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575184B2
Source datasetuspto-grants-2013_11
ORD IDord-278c8c3f0b9e4080bb26ba9e5da4f1e1
Source noteuspto-grants-2013_11