2-(3-Fluorophenyl)ethanamine → [2-(3-Fluoro-phenyl)-ethyl]-{4-[3-(piperidin-4-ylamino)-phenyl]-pyrimidin-2-yl}-amine

Participants

Role	Name	HCID	Charge
Reactant	2-(3-Fluorophenyl)ethanamine	HCID 533928	—
Reactant	4-[3-(2-Chloro-pyrimidin-4-yl)-phenylamino]-piperidine-1-carboxylic acid tert-butyl ester	HCID 86603244	—
Product	[2-(3-Fluoro-phenyl)-ethyl]-{4-[3-(piperidin-4-ylamino)-phenyl]-pyrimidin-2-yl}-amine	HCID 58603618	—

Reaction Steps

Intermediate 7 was coupled with 2-(3-fluoro-phenyl)-ethylamine following procedure F and the resulting product deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 393. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.2 (d, 1H) 6.95-7.6 (m, 8H) 6.9 (m, 1H) 4.95 (m, 1H) 3.6-4.0 (m, 3H) 3.4 (m, 3H) 3.15 (m, 2H) 3.0 (m, 2H) 2.25 (m, 2H) 1.7 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08268822B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-176e0743285d4cf192093ffc5a061715
Source note	uspto-grants-2012_09