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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896539Generated: October 29, 2026

Dimethylformamide → HCID 59198475, compound

https://huagongshe.com/reaction/1896539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AcetateHCID 517045—
Reactant7-Bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrileHCID 59198465—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 59198475HCID 59198475—

Reaction Steps

A suspension of Pd(OAc)2 (0.26 equiv), Pd(Ph3P)4 (0.30 equiv), NaOAc (1.7 equiv) and 7-bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile (Example 12, Step 9) in a 1:1 (v/v) mixture of DMF and MeOH (1 M) was stirred at 110° C. under 160 psig of carbon monoxide in a sealed bomb for 18 h. The reaction media was poured in EtOAc and diluted with H2O. The phases were separated and the organic layer washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography using EtOAc and hexanes gradient to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518964B2
Source datasetuspto-grants-2013_08
ORD IDord-cadb630551fc4f44a491a35b98d75613
Source noteuspto-grants-2013_08