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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472568Generated: October 30, 2026

3-(4-Methylpiperazin-1-yl)aniline → N(8)-(2-Methoxy-5-trifluoromethyl-phenyl)-N(2)-[3-(4-methyl-piperazin-1-yl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamine

https://huagongshe.com/reaction/472568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Methylpiperazin-1-yl)anilineHCID 11564613—
Reactant2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenylHCID 24946987—
Reactant(2-Chloro-[1,2,4]triazolo[1,5-a]pyridine-8-yl)-(2-methoxy-5-trifluoromethyl-phenyl)-amineHCID 67479006—
ProductN(8)-(2-Methoxy-5-trifluoromethyl-phenyl)-N(2)-[3-(4-methyl-piperazin-1-yl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamineHCID 59612466—

Reaction Steps

N(8)-(2-Methoxy-5-trifluoromethyl-phenyl)-N(2)-[3-(4-methyl-piperazin-1-yl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamine was prepared from (2-chloro-[1,2,4]triazolo[1,5-a]pyridine-8-yl)-(2-methoxy-5-trifluoromethyl-phenyl)-amine, 3-(4-methylpiperazin-1-yl)aniline with 2,2′-bis-dicyclohexylphosphanyl-biphenyl as the ligand in a manner analogous to Example 2d (0.005 g, 20%). MP=198-200° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.44 (s, 1H), 8.37 (d, 1H), 7.61 (s, 1H), 7.43 (s, 1H), 7.30 (m, 2H), 7.24 (s, 1H), 7.16 (m, 2H), 7.09 (m, 1H), 6.93 (m, 1H), 6.48 (m, 1H), 3.97 (s, 3H), 3.10 (m, 4H), 2.45 (m, 4H), 2.21 (s, 3H). MS=498 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633173B2
Source datasetuspto-grants-2014_01
ORD IDord-d04699f652114377a69f5f2ae7212540
Source noteuspto-grants-2014_01