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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472514Generated: October 25, 2026

1-Ethyl-1h-pyrazol-4-amine → (1-Ethyl-1H-pyrazol-4-yl)-[8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine

https://huagongshe.com/reaction/472514

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-1h-pyrazol-4-amineHCID 7018640—
Reactant2-Chloro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridineHCID 67481437—
Reactant2,2-Bis-dicyclohexylphosphanyl-biphenylHCID 86648358—
Product(1-Ethyl-1H-pyrazol-4-yl)-[8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amineHCID 59199051—

Reaction Steps

(1-Ethyl-1H-pyrazol-4-yl)-[8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine was prepared from 2-chloro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1.5-a]pyridine (0.125 g, 0.406 mmol) and 1-ethyl-1H-pyrazol-4-ylamine (0.058 g, 0.52 mmol) with 2,2-bis-dicyclohexylphosphanyl-biphenyl (0.048 g, 0.088 mmol) as the ligand in a manner analogous to Example 2d. Product was isolated as a tan solid (0.09 g, 58%). MP=201-203° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.37 (s, 1H), 8.78 (d, J=6.48 Hz, 1H), 8.42 (d, J=8.05 Hz, 2H), 8.06 (d, J=8.09 Hz, 2H), 7.94 (d, J=7.21 Hz, 1H), 7.82 (s, 1H), 7.48 (s, 1H), 7.12 (t, J=7.08 Hz, 2H), 4.10 (q, J=7.08 Hz, 2H), 3.29 (s, 3H), 1.37 (t, J=7.16 Hz, 3H). MS=383 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633173B2
Source datasetuspto-grants-2014_01
ORD IDord-3d0753fbe5d64c5f91174e91cdd037d0
Source noteuspto-grants-2014_01