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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105616Generated: October 26, 2026

4-(Trifluoromethoxy)phenylboronic acid → (2,3-Dihydro-benzo[1,4]dioxin-6-yl)-[4-(4-trifluoromethoxy-phenyl)-pyridin-2-yl]-amine

https://huagongshe.com/reaction/2105616

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
Reactant(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-(4-iodo-pyridin-2-yl)-amineHCID 57808271—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-[4-(4-trifluoromethoxy-phenyl)-pyridin-2-yl]-amineHCID 57808058—

Reaction Conditions

Temperature150 °C

Reaction Steps

Following the same procedure described for Example 401 (c), the mixture of (2,3-dihydro-benzo[1,4]dioxin-6-yl)-(4-iodo-pyridin-2-yl)-amine (Example 401 (b), 75 mg, 0.2 mmol), tetrakis (triphenylphosphine) palladium (0) (Aldrich Chemical Company) (12 mg, 0.011 mmol), 4-(trifluoromethoxy)phenylboronic acid (Lancaster Synthesis Ltd.) (51 mg, 0.25 mmol) and 1,2-dimethoxyethane (2 mL) gave, after heated in the Microwave Smith Synthesizer at 150° C. for 10 min and purification on a Biotage 40S column (4:1 hexane:EtOAc), the title compound as an orange glass. MS (ESI, pos. ion) m/z: 389 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579347B2
Source datasetuspto-grants-2009_08
ORD IDord-3ea5843be0f44954aa00c8b81f18701d
Source noteuspto-grants-2009_08