Thiopheneethanamine → {4-[3-(Piperidin-4-ylamino)-phenyl]-pyrimidin-2-yl}-(2-thiophen-2-yl-ethyl)-amine

Participants

Role	Name	HCID	Charge
Reactant	Thiopheneethanamine	HCID 116521	—
Reactant	4-[3-(2-Chloro-pyrimidin-4-yl)-phenylamino]-piperidine-1-carboxylic acid tert-butyl ester	HCID 86603244	—
Product	{4-[3-(Piperidin-4-ylamino)-phenyl]-pyrimidin-2-yl}-(2-thiophen-2-yl-ethyl)-amine	HCID 58603665	—

Reaction Steps

Intermediate 7 was coupled with 2-thiophen-2-yl-ethylamine by procedure F and the resulting product deprotected by procedure G. LC-MS showed the product had the expected M+H+ of 380. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.28 (d, 1H) 6.8-7.5 (m, 8H) 4.85 (m, 1H) 3.9 (m, 2H) 3.7 (m, 2H) 3.1-3.5 (m, 4H) 2.2-2.3 (m, 2H) 2.28 (m, 2H) 1.6-1.8 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08268822B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-8643b0d81e9f411890113db865434d70
Source note	uspto-grants-2012_09