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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184695Generated: November 3, 2026

Sodium Carbonate → HCID 67973481, compound

https://huagongshe.com/reaction/1184695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
ReactantHCID 86674888HCID 86674888—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67973481HCID 67973481—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a mixture of 4-(5-chloro-furo[3,2-b]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (50 mg) and 4-(methanesulfonyl)phenyl boronic acid (45 mg) in [1,4]dioxane (1.5 mL) in a microwave oven suited vessel charged with a stir bar a 2 M aqueous Na2CO3 solution (1904) is added. The mixture is sparged with argon for 10 min and Pd(PPh3)4 (21 mg) is added. The vessel is capped and the mixture is stirred under microwave irradiation at 140° C. for 35 min. After cooling the mixture to room temperature, dichloromethane and water are added. The organic phase is washed with brine, dried (MgSO4) and the solvent is evaporated. The crude product is purified by HPLC on reversed phase (MeOH/H2O/TFA). Yield: 25 mg (37% of theory); LC (method 2): tR=1.36 min; Mass spectrum (ESI+): m/z=457 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669271B2
Source datasetuspto-grants-2014_03
ORD IDord-e5bbde75b6d24790ab2604b205752bd0
Source noteuspto-grants-2014_03