4-(2-Aminoethyl)-2-chlorophenol → 2-Chloro-4-(2-(4-(3-((2-(pyridine-4-yl)ethylamino)methyl)phenyl)pyrimidin-2-ylamino)ethyl)phenol

Participants

Role	Name	HCID	Charge
Reactant	4-(2-Aminoethyl)-2-chlorophenol	HCID 23071555	—
Reactant	N-(3-(2-chloropyrimidin-4-yl)benzyl)-2-(pyridine-4-yl)ethanamine	HCID 86603257	—
Product	2-Chloro-4-(2-(4-(3-((2-(pyridine-4-yl)ethylamino)methyl)phenyl)pyrimidin-2-ylamino)ethyl)phenol	HCID 58603599	—

Reaction Steps

Intermediate 173 from above was coupled with 4-(2-aminoethyl)-2-chlorophenol following procedure F. LC-MS showed the product had the expected M+H+ of 460. 1H NMR (Varian 300 MHz, MeOD-d6, shifts relative to the solvent peak at 3.31 ppm) δ 8.4 (d, 2H) 8.4 (s, 1H) 8.29 (d, 1H), 8.25 (s, 1H), 8.15 (d, 1H) 7.66-7.56 (m, 2H), 7.36 (d, 1H), 7.20 (d, 1H) 7.10 (d, 1H), 7.0 (d, 1H), 6.8 (d, 1H), 4.3 (s, 2H), 3.6 (t, 2H), 3.3 (t, 2H), 3.0 (t, 2H), 2.8 (t, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07732444B2
Source dataset	uspto-grants-2010_06
ORD ID	ord-92be7cb1f21b414d9071a2404882f0be
Source note	uspto-grants-2010_06