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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627225Generated: November 3, 2026

Sodium Carbonate → HCID 135887207, compound

https://huagongshe.com/reaction/1627225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 56850539HCID 56850539—
ReactantHCID 58506151HCID 58506151—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 135887207HCID 13588720716.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-Bromo-l-methyl-1H-pyrazole-3-carboxylic acid(pyridin-4-ylmethyl)-amide (90 mg, 0.3 mmol), and 2-(3-Methyl-1,2,4-oxadiazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole-1-carboxylic acid tert-butyl ester (142 mg, 0.33 mmol) in N,N dimethylformamide (1.5 ml) is added aqueous Na2CO3 (0.4 ml, 0.77 mmol). The mixture is purged with argon for 10 minutes. (Bis(di-t-butyl(4-dimethylaminutesophenyl)phosphine)dichloropalladium(II) (40 mg, 0.06 mmol), is then added and the reaction mixture is sealed in a seal tube and heated to 100° C. in a microwave reactor for 30 minutes. The reaction mixture is diluted with ethyl acetate (70 ml), washed with water (20 ml), brine (2×25 ml), dried over Na2SO4, filtered, and concentrated in vacuo. Purified by reverse phase LC/MS to provide the title compound 20 mg, (16%), LC/MS ESI m/z (M+H)+=414.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785489B2
Source datasetuspto-grants-2014_07
ORD IDord-172ef942ad374de4b52d7eae43f632ce
Source noteuspto-grants-2014_07