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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732094Generated: October 30, 2026

Potassium Carbonate → Methyl-(4-methyl-5-pyridin-4-yl4H-[1,2,4]triazol-3-yl)-amine

https://huagongshe.com/reaction/732094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-1,3-dimethylguanidine hydroiodideHCID 12252705—
ReactantIsonicotinoyl chloride hydrochlorideHCID 12262826—
SolventPyridineHCID 1049—
ProductMethyl-(4-methyl-5-pyridin-4-yl4H-[1,2,4]triazol-3-yl)-amineHCID 5783798026.2%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 1000 mg (4.35 mmol) N-amino-N′,N″-dimethyl-guanidine hydriodide (Henry; Smith; J. Amer. Chem. Soc.; 73; 1951; 1858) and 774 mg (4.35 mmol) isonicotinoyl chloride hydrochloride in pyridine (3 mL) was heated under microwave irradiation for 5 min at 160° C. Aq. sat. K2CO3 was added and the mixture was extracted with CHCl3. The organic phase was dried and concentrated. Recrystallization from EtOH, water and EA gave 216 mg (26%) of the title compound. 1H NMR (DMSO-d6): 2.85 (d, 3 H) 3.45 (s, 3 H) 6.25 (d, 1 H) 7.65 (m, 2 H) 8.67 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-d7f2522f6f6a4c18bfdf02ef07e79dd5
Source noteuspto-grants-2009_09