p-Toluenesulfonic acid monohydrate → HCID 178435596, compound

Participants

Role	Name	HCID	Charge
Reactant	p-Toluenesulfonic acid monohydrate	HCID 521998	—
Reactant	(+/-)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-methyl-N2-(1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)ethyl)pyrimidine-2,4-diamine	HCID 86694725	—
Solvent	Methanol	HCID 887	—
Solvent	Water	HCID 962	—
Product	HCID 178435596	HCID 178435596	45.1%

Reaction Conditions

Temperature	50 °C

Reaction Steps

To a solution of 86 (68 mg, 0.148 mmol) in MeOH (50 mL) and water (10 mL) was added TsOH.H2O (44 mg, 0.148 mmol). The reaction mixture was heated at 50° C. for 18 h. The solvent was evaporated in vacuo and the residue was purified by preparative HPLC to afford 25 mg (45%) of (±)-N2-(1-(1H-benzo[d]imidazol-5-yl)ethyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-methylpyrimidine-2,4-diamine (88) as white solid: MS (ESI) m/z=375.3 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08637537B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-48c4c4c23f7b4e4da2740507dc9f4b92
Source note	uspto-grants-2014_01