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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500773Generated: October 30, 2026

Cesium fluoride → HCID 59457734, compound

https://huagongshe.com/reaction/500773

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 42 (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 DME was removed under reduced pressure, the residue was dissolved in EtOAc and the organic solution was washed with water, dried over anhydrous sodium sulfate, filtered and evaporated. The resultant solid residue 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 numberUS07772247B2
Source datasetuspto-grants-2010_08
ORD IDord-af53e2e848134e44a53ef6d8a41a1c66
Source noteuspto-grants-2010_08