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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925028Generated: November 1, 2026

2-Bromothiazole → HCID 59448375, compound

https://huagongshe.com/reaction/1925028

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromothiazoleHCID 76430—
ReactantSodium BicarbonateHCID 516892—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59448375HCID 59448375—

Reaction Conditions

Temperature90 °C

Reaction Steps

2-bromo-1,3-thiazole (commercially available from Aldrich, 0.165 ml, 1.829 mmol) was dissolved in degassed 1,2-Dimethoxyethane (DME) (5 ml). Pd(Ph3)4 (106 mg, 0.091 mmol) was added. The reaction mixture was stirred at room temperature for 15 min. [2,4-bis(methyloxy)-5-pyrimidinyl]boronic acid (commercially available from Aldrich, 707 mg, 3.84 mmol) and 5 mL of degassed 1M aqueous solution of NaHCO3 were added to the reaction mixture under N2 atmosphere. After 2 h 30 min stirring at 90° C., the reaction 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. 294 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-52b7ba7c53c74b49840acd4e066398c3
Source noteuspto-grants-2012_05