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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896536Generated: October 30, 2026

Sodium Carbonate → HCID 59198493, compound

https://huagongshe.com/reaction/1896536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(1,3,2-Dioxaborinan-2-yl)pyridineHCID 4198005—
Reactant7-Bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrileHCID 59198465—
SolventDimethylformamideHCID 6228—
ProductHCID 59198493HCID 59198493—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 7-bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile (Example 12, Step 9) in DMF (0.1 M) were added the pyridine-3-boronic acid 1,3-propanediol cyclic ester (1.5 equiv), 2 M Na2CO3 (3 equiv) and PdCl2dppf (0.05 equiv). The mixture was heated in the microwave reactor at 110° C. for 10 min. The reaction mixture was partitioned between EtOAc and saturated NaHCO3. The organic phase was separated, dried over MgSO4, filtered, evaporated and purified by flash chromatography (70:30 hexanes/EtOAc to 100% EtOAc) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518964B2
Source datasetuspto-grants-2013_08
ORD IDord-99b5f753f053439b8c1b9ab0d5938148
Source noteuspto-grants-2013_08