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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661402Generated: November 1, 2026

Methanol → HCID 178506184, compound

https://huagongshe.com/reaction/661402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium carbonateHCID 10796—
Reactant3-BromopyridineHCID 12286—
ReactantHCID 178515914HCID 178515914—
SolventDimethylformamideHCID 6228—
ProductHCID 178506184HCID 17850618418.2%

Reaction Steps

4-(5-{[3-(trifluoromethyl)phenyl]amino}-4H-1,2,4-triazol-3-yl)phenol (100 mg, 0.31 mmol) was dissolved in 2 mL of anhydrous DMF in 2-5 mL microwave vial (Personal Chemistry). Solid Cs2CO3 (203.4 mg, 0.62 mmol) was added, followed by 3-bromopyridine (74.0 mg, 0.468 mmol). The vial was capped and microwaved at 250° C. for 30 min. Then ca. 1 mL of MeOH was added to dissolve the formed suspension. The resulting reddish-brown solution was filtered through 0.22 u syringe filter and purified by reverse phase preparative HPLC using acetontrile/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 yellow solid (22.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084618B2
Source datasetuspto-grants-2011_12
ORD IDord-9753a22e725e411c82f5c5b43d4ffdc8
Source noteuspto-grants-2011_12