Ethylamine → 4-{2-[4-(3-Ethylaminomethyl-phenyl)-pyrimidin-2-ylamino]-ethyl}-phenol

Participants

Role	Name	HCID	Charge
Reactant	Ethylamine	HCID 6341	—
Reactant	3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzaldehyde	HCID 86603262	—
Product	4-{2-[4-(3-Ethylaminomethyl-phenyl)-pyrimidin-2-ylamino]-ethyl}-phenol	HCID 58603484	—

Reaction Steps

Intermediate 28 was coupled with ethylamine following procedure B. LC-MS showed the product had the expected M+H+ of 349. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.3 (d, 1H) 7.9 (m, 2H) 7.4 (m, 2H) 7.0 (d, 2H) 6.9 (d, 1H) 6.7 (d, 2H) 5.2 (m, 1H) 3.9 (s, 2H) 3.7 (m, 2H) 2.8 (m, 2H) 2.7 (m, 2H) 1.2 (m, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07732444B2
Source dataset	uspto-grants-2010_06
ORD ID	ord-1e3d1908e8ee45018cf992f3d6647c41
Source note	uspto-grants-2010_06