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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430211Generated: October 25, 2026

Cesium fluoride → HCID 89497971, compound

https://huagongshe.com/reaction/1430211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2734771—
Reactant1,1-Dimethylethyl 6-(8-((2-benzothiazolylamino)carbonyl)-3,4-dihydro-2(1H)-isoquinolinyl)-3-bromo-2-pyridinecarboxylateHCID 59447615—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 89497971HCID 89497971—

Reaction Steps

A mixture of EXAMPLE 1D (0.113 g), 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.063 g), tetrakis(triphenylphosphine)palladium(0) (0.023 g) and CsF (0.091 g) in 1,2-dimethoxyethane (2 mL) and methanol (1 mL) was heated at 120° C. for 30 minutes under microwave heating conditions. The reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel eluting with 35% ethyl acetate in hexanes to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940737B2
Source datasetuspto-grants-2015_01
ORD IDord-95ccd19300be4e2485229fa4f38526bd
Source noteuspto-grants-2015_01