Water → (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(3,4-difluoro-phenyl)-ethyl]-amine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	2-(3,4-Difluorophenyl)ethanamine	HCID 3466916	—
Reactant	4,6-Dichloro-2-methoxypyrimidine	HCID 12052160	—
Solvent	Ethanol	HCID 702	—
Product	(6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(3,4-difluoro-phenyl)-ethyl]-amine	HCID 86240123	93.9%

Reaction Steps

A solution of 4,6-dichloro-2-methoxypyrimidine (0.7 g), 2-(3,4-difluoro-phenyl)-ethylamine (0.66 g) and sodiumbicarbonate (0.88 g) in EtOH (25 mL) is heated at 80° C. for three hours, poured into water (400 mL) and the solid is filtered and air dried to afford (6-chloro-2-methoxy-pyrimidin-4-yl)-[2-(3,4-difluoro-phenyl)-ethyl]-amine (1.1 g). MS: 312 (M+H); 1H NMR (300 MHz, CDCl3) □6.9-7 (3H, m); 6.05 (1H, s); 3.95 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07517889B2
Source dataset	uspto-grants-2009_04
ORD ID	ord-957117ed46394142a2c5a2f49806cd01
Source note	uspto-grants-2009_04