(2S)-3-Phenylpropane-1,2-diamine → 2-(((S)-2-Amino-3-phenylpropyl)-amino)-3-methyl-5-(3-methylphenyl)-6-(4-pyridyl)-4(3H)-pyrimidinone hydrochloride

Participants

Role	Name	HCID	Charge
Reactant	(2S)-3-Phenylpropane-1,2-diamine	HCID 12699301	—
Reactant	2-Chloro-3-methyl-6-pyridin-4-yl-5-m-tolyl-3H-pyrimidin-4-one	HCID 16115688	—
Solvent	Ethanol	HCID 702	—
Product	2-(((S)-2-Amino-3-phenylpropyl)-amino)-3-methyl-5-(3-methylphenyl)-6-(4-pyridyl)-4(3H)-pyrimidinone hydrochloride	HCID 57515702	—

Reaction Steps

A solution of 2-chloro-3-methyl-5-(3-methylphenyl)-6-(4-pyridyl)-4(3H)-pyrimidinone (3.34 g, 10.71 mmol) and (S)-1-benzyl-1,2-ethanediamine (2.3 g, 15.31 mmol) in ethanol (50 ml) was stirred at room temperature for 16 h. The solvent was evaporated and the crude product recrystallized from methanol. MS (m/z): 426 (M+H)+; C26H27N5O requir. 425.5 (free base).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06649604B2
Source dataset	uspto-grants-2003_11
ORD ID	ord-b5f203d05e464a108205e18daca099b8
Source note	uspto-grants-2003_11