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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475177Generated: October 30, 2026

p-Toluenesulfonic acid monohydrate → N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/475177

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantN4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-((1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl)pyrimidine-2,4-diamineHCID 71272519—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductN4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamineHCID 86689872—

Reaction Steps

To a solution of 32 (406 mg, 0.94 mmol) in MeOH (5 mL) and water (1 mL) was added p-TsOH.H2O (178 mg, 0.94 mmol). The reaction mixture was heated at reflux for 18 h. The solvent was evaporated under reduced pressure and the residue was purified by preparative HPLC to afford 180 mg (55%) of N2-41H-benzo[d]imidazol-5-yl)-methyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (I-13) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-9e0624724cf84d34ba34efeac43952fb
Source noteuspto-grants-2014_01