Aniline → N-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamide

Participants

Role	Name	HCID	Charge
Reactant	Aniline	HCID 6115	—
Reactant	N-{3-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide	HCID 59513803	—
Product	N-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamide	HCID 59513880	—

Reaction Steps

The title compound was prepared from N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide and aniline by a procedure similar to Example 27, Step D. 1H NMR (400 MHz, DMSO-d6) δ 6.50 (d, 1H, J=5.2 Hz), 6.76 (d, 1H, J=7.3 Hz), 7.00-7.08 (m, 4H), 7.13-7.31 (m, 5H), 7.40-7.63 (m, 6H), 7.88 (d, 1H, J=8.2 Hz), 7.98 (s, 1H), 8.02 (s, 1H), 8.25 (d, 1H, J=5.2 Hz), 8.52 (d, 1H, J=8.3 Hz), 8.87 (d, 1H, J=6.9 Hz), 9.41 (s, 1H), 10.97 (s, 1H); ESIMS (M+H)+=610.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07812022B2
Source dataset	uspto-grants-2010_10
ORD ID	ord-27ae43d575fd4dae87e6bc627fdb862c
Source note	uspto-grants-2010_10