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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418607Generated: October 29, 2026

Cesium fluoride → HCID 59457734, compound

https://huagongshe.com/reaction/418607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
Reactant2-Bromo-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridineHCID 59424521—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59457734HCID 5945773482%

Reaction Steps

To a solution of 50 (1.0 g, 2.71 mmol) in dry DME (20 ml) was added 4-(hydroxymethyl)phenylboronic acid (823 mg, 5.4 mmol), NaHCO3 (682 mg, 8.13 mmol), CsF (820 mg, 5.4 mmol) and water (10 ml), and the reaction mixture was refluxed under nitrogen for 2 hrs. After cooling to room temperature the solvent was removed under reduced pressure, the residue was dissolved in EtOAc and the resultant solution was washed with water, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated and the resultant solid was triturated with Et2O to afford the title compound 51 as a white solid (880 mg, 82% yield). MS (m/z): 397.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-061f8c8473564630a0dc26547a1df772
Source noteuspto-grants-2012_01