Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730306Generated: October 25, 2026

Benzo(B)Thiophene-2-Boronic Acid → (4-Benzo[b]thiophen-2-yl-pyridin-2-yl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-amine

https://huagongshe.com/reaction/730306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo(B)Thiophene-2-Boronic AcidHCID 2359—
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(4-Benzo[b]thiophen-2-yl-pyridin-2-yl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-amineHCID 57808231—

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), benzothiophene-2-boronic acid (Frontier Scientific, Inc.) (45 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 a light-yellow solid. MS (ESI, pos. ion) m/z: 361 (M+1). Mp: 154.0-154.1° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582657B2
Source datasetuspto-grants-2009_09
ORD IDord-d345e9f0cfdc432f89e24ab553989f49
Source noteuspto-grants-2009_09