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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925025Generated: November 2, 2026

Sodium Bicarbonate → HCID 59448381, compound

https://huagongshe.com/reaction/1925025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Reactant4-Bromo-isothiazoleHCID 5200358—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59448381HCID 59448381—

Reaction Conditions

Temperature90 °C

Reaction Steps

4-bromoisothiazole (commercially available from Aurora, 500 mg, 3.05 mmol) was dissolved in degassed 1,2-Dimethoxyethane (DME) (5 ml). Pd(Ph3)4 (176 mg, 0.152 mmol) was added thereto. The reaction mixture was stirred at room temperature for 15 min. [2,4-bis(methyloxy)-5-pyrimidinyl]boronic acid (commercially available from Aldrich, 1178 mg, 6.40 mmol) and 5 mL of degassed 1M/H2O solution of NaHCO3 were added to the reaction mixture under N2 atm. After 2 h 30 min stirring at 90° C. the mixture was diluted with water and extracted with DCM. The collected organic phases were evaporated. The residue was purified by flash chromatography eluting with cyclohexane/EtOAc 5:1. 686 mg of the title compound were isolated as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178549B2
Source datasetuspto-grants-2012_05
ORD IDord-be916498b32240a1a31a23e5717724ef
Source noteuspto-grants-2012_05