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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220279Generated: November 2, 2026

Phenylboronic Acid → 6-Methyl-2-[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-1,3-benzothiazole

https://huagongshe.com/reaction/2220279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
ReactantPotassium FluorideHCID 522689—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant2-[4-Chloro-3-(trifluoromethyl)phenyl]-6-methyl-1,3-benzothiazoleHCID 68451403—
Catalystpalladium(II) acetateHCID 167845—
SolventTetrahydrofuranHCID 8028—
Product6-Methyl-2-[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-1,3-benzothiazoleHCID 6845379963%

Reaction Conditions

Temperature120 °C

Reaction Steps

A microwave vial is charged with 2-(4-chloro-3-trifluoromethyl-phenyl)-6-methylbenzothiazole (170 mg, 0.519 mmol), phenylboronic acid (95 mg, 1.5 eq.), KF (90 mg, 3 eq.), Pd(OAc)2 (6 mg, 5 mol %), (dicyclohexylphosphino)biphenyl (18 mg, 10 mol %) and THF (0.5 mL). The mixture is heated to 120° C. for 30 minutes using microwave irradiation. The mixture is then filtered through celite and washed with EtOAc. The filtrate is concentrated and purified by column chromatography (EtOAc/Hexane, 5/95) to give 120 mg (63%) of 6-methyl-2-(2-trifluoromethyl-biphenyl-4-yl)benzothiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417065B2
Source datasetuspto-grants-2008_08
ORD IDord-b638754577b245a49dc81a50742a7366
Source noteuspto-grants-2008_08