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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32545Generated: October 29, 2026

Sodium Carbonate → 2-(1-Methyl-2,4-diphenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine

https://huagongshe.com/reaction/32545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidineHCID 69194481—
CatalystHCID 178420553HCID 178420553—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-(1-Methyl-2,4-diphenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidineHCID 6919431152.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-(2-bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)-7-(methylthio)-[1,3]thiazolo[5,4-d]pyrimidine (Intermediate 37) (50 mg), tetrakis(triphenylphosphino)palladium(0) (28 mg), sodium carbonate (33 mg) and phenylboronic acid (14 mg) in DME (2 mL) and water (1 mL) was heated at 90° C. for 2 hours. After cooling to ambient temperature and extraction into DCM (3×5 mL), the combined organics were dried, filtered and the solvent evaporated in vacuo to give a brown oil. Purification by flash chromatography on silica eluting with EtOAC:hexane (1:9) gave the title compound as a yellow solid (25 mg, 50%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-56afae63d6544ed7899836d3083b2e3b
Source noteuspto-grants-2008_09