[2-(2,6-Dichloro-4-nitrophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-(6-methylpyrimidin-4-yl)-amine → 3-Chloro-2-[7-fluoro-4-(6-methylpyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-5-nitrobenzonitrile

Participants

Role	Name	HCID	Charge
Reactant	[2-(2,6-Dichloro-4-nitrophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-(6-methylpyrimidin-4-yl)-amine	HCID 69671549	—
Reactant	2-(4-Bromo-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-chloro-5-nitrobenzonitrile	HCID 86697070	—
Product	3-Chloro-2-[7-fluoro-4-(6-methylpyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-5-nitrobenzonitrile	HCID 69671952	20%

Reaction Conditions

Temperature	80 °C

Reaction Steps

Following the procedure described for [2-(2,6-dichloro-4-nitrophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-(6-methylpyrimidin-4-yl)-amine, 2-(4-bromo-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-chloro-5-nitrobenzonitrile was heated at 80° C. overnight to afford the title compound as a pale yellow solid (43 mg, 20% yield). LCMS (Method C): RT=2.56 min, m/z: 425 [M+H+].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09309240B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-1ba86eef151948a39d086d46246352b6
Source note	uspto-grants-2016_04