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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009656Generated: October 30, 2026

Cesium fluoride → HCID 66984753, compound

https://huagongshe.com/reaction/1009656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-ChloropyrimidineHCID 74404—
ReactantHCID 66985065HCID 66985065—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 66984753HCID 6698475392.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of {4-[3-cyano-1-cyclobutyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-2-yl]-phenyl}-carbamic acid 1-cyclopropyl-ethyl ester (0.2 g, 0.38 mmol), 2-chloropyrimidine (39 mg, 0.34 mg), Pd(PPh3)4 (22 mg, 0.095 mmol) and cesium fluoride (0.116 g, 0.76 mmol) in DME (2.0 mL) was stirred at 100° C. for 16 h. The mixture was then diluted with EtOAc (20 mL), washed with water and brine, dried over Na2SO4, concentrated and purified on silica gel (CH2Cl2/EtOAc) to provide [4-(3-cyano-1-cyclobutyl-6-pyrimidin-2-yl-1H-indol-2-yl)-phenyl]-carbamic acid 1-cyclopropyl-ethyl ester as a solid (0.15 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-10d481ef0b6a47ddbcba3e774a7b877b
Source noteuspto-grants-2011_07