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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042023Generated: October 27, 2026

Cesium carbonate → 5-morpholino-3-phenyl-7H-thieno[3,2-b]pyran-7-one

https://huagongshe.com/reaction/1042023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
Reactant3-Bromo-5-(morpholin-4-yl)-7H-thieno[3,2-b]pyran-7-oneHCID 44181178—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-morpholino-3-phenyl-7H-thieno[3,2-b]pyran-7-oneHCID 441816002%

Reaction Conditions

Temperature130 °C

Reaction Steps

A 2 mL conical microwave vial was charged with a magnetic stirring bar, 3-bromo-5-morpholino-7H-thieno[3,2-b]pyran-7-one (103) (50 mg, 0.16 mmol), phenylboronic acid (29 mg, 0.24 mmol), cesium carbonate (103 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium(0) (9 mg, 0.008 mmol), and dimethoxyethane (1 mL). The reaction mixture was magnetically stirred and heated via microwave irradiation for 15 minutes at 130° C. Upon cooling to room temperature, the reaction was concentrated in vacuo and purified using high-pressure liquid chromatography to give 5-morpholino-3-phenyl-7H-thieno[3,2-b]pyran-7-one (6) (10 mg, 3.2 μmol) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557807B2
Source datasetuspto-grants-2013_10
ORD IDord-340fa9f7c2f1493c99be0b2a326949a0
Source noteuspto-grants-2013_10