Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499019Generated: October 30, 2026

Ethanol → HCID 46205562, compound

https://huagongshe.com/reaction/1499019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium BicarbonateHCID 516892—
Reactant1H-Indole-4-boronic acidHCID 2763173—
ReactantPyrido[3′,2′:4,5]furo[3,2-d]pyrimidine, 2-chloro-4-(4-morpholinyl)-HCID 87207622—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 46205562HCID 46205562—

Reaction Conditions

Temperature120 °C

Reaction Steps

Under Ar(g), to a mixture of compound 5 (25 mg, 0.086 mmol), indole-4-boronic acid (15.2 mg, 0.095 mmol), dichloro-bis(triphenylphosphine)palladium (II) (3 mg, 0.004 mmol) and sodium hydrogen carbonate (22 mg, 0.26 mmol) was added ethanol (1 mL) followed by toluene (1.6 mL) and then water (0.5 mL). The reaction mixture was then heated in a microwave at 120° C. (300 W) for 45 min, and was subsequently cooled to rt; the mixture was then partitioned between CH2Cl2 and water, and the organic layer was separated, dried (MgSO4) and concentrated in vacuo. Purification by flash column chromatography on silica (eluant 30-60% EtOAc/Hex) furnished B (24.5 mg, 0.067 mol, 77%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200007B2
Source datasetuspto-grants-2015_12
ORD IDord-b4c0ffc44cf940dbab89bd52451aa993
Source noteuspto-grants-2015_12