4-Aminopyridine → [2-(2-Fluoro-phenyl)-thieno[2,3-d]pyrimidin-4-yl]-pyridin-4-yl-amine

Participants

Role	Name	HCID	Charge
Reactant	4-Aminopyridine	HCID 1727	—
Reactant	4-Chloro-2-(2-fluorophenyl)thieno[2,3-d]pyrimidine	HCID 21104336	—
Catalyst	1,4-Dioxane hydrochloride	HCID 20443148	—
Solvent	Isopropanol	HCID 3776	—
Product	[2-(2-Fluoro-phenyl)-thieno[2,3-d]pyrimidin-4-yl]-pyridin-4-yl-amine	HCID 21104304	87.8%

Reaction Conditions

Temperature	80 °C

Reaction Steps

4-Chloro-2-(2-fluoro-phenyl)-thieno[2,3-d]pyrimidine (110 mg, 0.41 mmole) and 4-aminopyridine (78 mg, 0.830 mmole) were combined in isopropanol (3 ml), then 4 drops of 4 M HCl/dioxane were added and the reaction mixture was heated to 80° C. for 7 hours. The reaction mixture was cooled and the product was isolated by filtration, washed with minimum cold methanol and dried under vacuum to give 116 mg of product (yield: 86%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07977342B2
Source dataset	uspto-grants-2011_07
ORD ID	ord-2c4e4a594a054f47b3dd846b08bc0bde
Source note	uspto-grants-2011_07