Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592407Generated: October 31, 2026

1-Methyl-3-aminopyrazole → HCID 73297040, compound

https://huagongshe.com/reaction/592407

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-3-aminopyrazoleHCID 137254—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamideHCID 86712295—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 73297040HCID 7329704012%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.100 g, 0.297 mmol), 1-methyl-1H-pyrazole-3-amine (0.058 g, 0.595 mmol) and p-toluenesulfonic acid monohydrate (0.006 g, 0.030 mmol) in 1,4-dioxane (2.0 mL) was stirred in a microwave reactor at 120° C. for 3 hours. The reaction mixture was adsorbed onto SiO2 and purified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 0-5% MeOH in DCM) to give a gummy solid. The solid was suspended in a mixture of Et2O and petroleum benzine 40-60° C. (1:1) and sonicated for 10 minutes. The precipitate was isolated by vacuum filtration and dried to give the title compound 28 as a yellow solid (0.014 g, 12%). LCMS-D: rt 3.26 min; m/z 397 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-e09ae11b7d3047ff84c9e3361f433d1b
Source noteuspto-grants-2016_01