Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994020Generated: October 30, 2026

Methanol → HCID 178506184, compound

https://huagongshe.com/reaction/1994020

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-(trifluromethyl)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 numberUS07652051B2
Source datasetuspto-grants-2010_01
ORD IDord-1a8c91b033d64389adc50b18c17bde3d
Source noteuspto-grants-2010_01