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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472515Generated: October 25, 2026

1,3,5-trimethyl-1H-pyrazol-4-amine → [8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine

https://huagongshe.com/reaction/472515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,5-trimethyl-1H-pyrazol-4-amineHCID 161603—
Reactant2-Chloro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridineHCID 67481437—
Reactant2,2-Bis-dicyclohexylphosphanyl-biphenylHCID 86648358—
Product[8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amineHCID 67481484—

Reaction Steps

[8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine was prepared from 2-chloro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1.5-a]pyridine (0.200 g, 0.65 mmol) and 1,3,5-trimethyl-1H-pyrazol-4-ylamine (0.106 g, 0.845 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 an orange solid (0.157 g, 61%). MP=194-196° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 8.65 (d, J=6.56 Hz, 1H), 8.37 (d, J=7.50 Hz, 2H), 8.13 (s, 1H), 8.04 (d, J=7.52 Hz, 2H), 7.86 (d, J=7.47 Hz, 1H), 7.04 (t, J=7.26 Hz, 1H), 3.65 (s, 3H), 3.27 (s, 3H), 2.09 (s, 3H, 1.99 (s, 3H). MS=397 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633173B2
Source datasetuspto-grants-2014_01
ORD IDord-d9c94c0550b34245b81e80bcdff82f4d
Source noteuspto-grants-2014_01