Diisopropylethylamine → 4-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	4-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride	HCID 197747	—
Reactant	4-Chloro-2,6-bis[(2-hydroxyethyl)amino]pyrimidine-5-carbonitrile	HCID 18753217	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	4-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile	HCID 18753262	—

Reaction Steps

In analogy to the procedure described in example 20 (2), the 4-chloro-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile was treated with the 4-(4-fluorophenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride in dioxane in the presence of N-ethyl-diisopropylamine at 60° C. to yield the 4-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile as an amorphous, white solid; MS: [M+H]+=399.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06673795B2
Source dataset	uspto-grants-2004_01
ORD ID	ord-e795bebcdd9c47ca81c2b21caa9db260
Source note	uspto-grants-2004_01