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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159916Generated: October 31, 2026

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

https://huagongshe.com/reaction/1159916

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[2-(Dimethylamino)ethoxy]anilineHCID 6484655—
ReactantN-{3-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamideHCID 59513803—
ProductN-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamideHCID 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 4-{[2-(dimethylamino)ethyl]oxy}aniline in a manner analogous to Example 64. 1H NMR (400 MHz, DMSO-d6) δ 2.30 (s, 6H), 2.71 (t, 2H, J=5.7 Hz), 4.05 (t, 2H, J=5.7 Hz), 6.54 (d, 1H, J=5.2 Hz), 6.87 (d, 2H, J=9.0 Hz), 7.15 (t, 1H, J=6.9 Hz), 7.29 (t, 2H, J=7.9 Hz), 7.37 (d, 1H, J=7.7 Hz), 7.47-7.66 (m, 5H), 7.86 (d, 1H, J=8.0 Hz), 8.04 (s, 1H), 8.26 (d, 1H, J=5.2 Hz), 8.46 (bd, 1H, J=8.9 Hz), 8.87 (d, 1H, J=6.9 Hz), 9.39 (s, 1H), 10.98 (s, 1H); ESIMS (M+H)+=606.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812022B2
Source datasetuspto-grants-2010_10
ORD IDord-0d3b8094a8dc469c88273fad5f4b5fe2
Source noteuspto-grants-2010_10