2-Chloro-6-methylpyrimidin-4-amine → (2-Chloro-6-methylpyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]amine

Participants

Role	Name	HCID	Charge
Reactant	2-Chloro-6-methylpyrimidin-4-amine	HCID 312629	—
Reactant	[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-(2,6-dimethylpyrimidin-4-yl)amine	HCID 69671258	—
Reactant	4-chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine	HCID 86697036	—
Product	(2-Chloro-6-methylpyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]amine	HCID 86697041	57%

Reaction Steps

Following the procedure described above for [2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-(2,6-dimethylpyrimidin-4-yl)amine, 4-chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine and 2-chloro-6-methylpyrimidin-4-ylamine were reacted to afford the title compound as a yellow solid (256 mg, 57% yield). 1H NMR (400 MHz, DMSO-d6): δ 11.06 (s, 1H), 9.14 (s, 1H), 8.51 (s, 1H), 8.02 (d, J=6.4 Hz, 1H), 7.84-7.80 (m, 2H), 7.73-7.68 (m, 1H), 7.30 (d, J=6.4 Hz, 1H), 2.46 (s, 3H). LCMS (Method D): RT=2.50 min, m/z: 407 [M+H+].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09309240B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-c39fa3ee2f694d8fb126cc1d684a7f1b
Source note	uspto-grants-2016_04