Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801850Generated: November 2, 2026

Methyl iodide → N-(2-Chloro-4-pyrimidinyl)-N,2,3-trimethyl-2H-indazol-6-amine

https://huagongshe.com/reaction/1801850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantN-(2-Chloro-4-pyrimidinyl)-2,3-dimethyl-2H-indazol-6-amineHCID 11637631—
SolventDimethylformamideHCID 6228—
ProductN-(2-Chloro-4-pyrimidinyl)-N,2,3-trimethyl-2H-indazol-6-amineHCID 1160896237%

Reaction Steps

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine (2.21 g; 8 mmol, 1 equiv) was dissolved in DMF (11 ml) and cesium carbonate (7.9 g; 24.2 mmol, 3 equiv) was added. The reaction mixture was stirred for 30 min under nitrogen. Iodomethane (0.8 ml, 13 mmol, 1.6 equiv) was added and the reaction mixture was stirred at room temperature for 2 hrs. The reaction mixture was poured in ice cold water and stirred for 30 minutes. The resulting precipitate was collected by filtration to yield the desired compound (0.84 g, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349861B2
Source datasetuspto-grants-2013_01
ORD IDord-2a481b647c3c45d780f7e2948ea83963
Source noteuspto-grants-2013_01