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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661405Generated: October 27, 2026

Methanol → HCID 178503502, compound

https://huagongshe.com/reaction/661405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium carbonateHCID 10796—
Reactant4-Amino-6-chloro-2-methylthiopyrimidineHCID 70496—
ReactantHCID 178515914HCID 178515914—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178503502HCID 17850350227.7%

Reaction Steps

4-(5-{[3-(trifluoromethyl)phenyl]amino}-4H-1,2,4-triazol-3-yl)phenol (100 mg, 0.31 mmol) was dissolved in 3 mL of anhydrous dioxane in 2-5 mL microwave vial (Personal Chemistry). Solid Cs2CO3 (101.7 mg, 0.31 mmol) was added, followed by 4-amino-6-chloro-2-(methylthio)-pyrimidine (60.3 mg, 0.34 mmol). The vial was capped and microwaved at 200° C. for 10 min. Then ca. 3 mL of MeOH was added to dissolve the formed suspension. The resulting reddish-brown solution was transferred into a round-bottom flask and solvent was removed in vacuo. The residue was re-dissolved in 3 mL of DMF, filtered through 0.22 u syringe filter and purified by reverse phase preparative HPLC using acetonitrile/water system with 0.01% of TFA. The fractions, containing the product, were collected and partitioned between EtOAc and saturated aqueous NaHCO3. Ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate and filtered. Solvent was removed in vacuo to give the title compound as a white solid (39.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084618B2
Source datasetuspto-grants-2011_12
ORD IDord-9e3bf6b5dc5a4a1b869d38d727ee41c5
Source noteuspto-grants-2011_12