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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889983Generated: October 31, 2026

2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenyl → 1-(3-{8-[4-(Dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino}-phenyl)-4-methyl-piperazin-2-one

https://huagongshe.com/reaction/1889983

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenylHCID 24946987—
Reactant1-(3-Aminophenyl)-4-methylpiperazin-2-oneHCID 57974172—
Reactant2-Chloro-8-[4-(dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridineHCID 67481491—
Product1-(3-{8-[4-(Dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino}-phenyl)-4-methyl-piperazin-2-oneHCID 49838649—

Reaction Steps

1-(3-{8-[4-(Dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino}-phenyl)-4-methyl-piperazin-2-one was prepared from 2-chloro-8-[4-(dimethyl-phosphinoyl)-phenyl]-[1,2,4]triazolo[1,5-a]pyridine (100.0 mg, 0.3271 mmol) and 1-(3-amino-phenyl)-4-methyl-piperazin-2-one (75.0 mg, 0.365 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (28.0 mg, 0.0512 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as a pale yellow solid (0.076 g, 49%). MP=208-211° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.48 (d, J=6.8 Hz, 1H), 8.14 (d, J=7.8 Hz, 2H), 7.92-7.85 (m, 2H), 7.69 (s, 1H), 7.64 (d, J=7.3 Hz, 1H), 7.43 (d, J=8.1 Hz, 1H), 7.37 (t, J=7.9 Hz, 1H), 7.01 (t, J=7.1 Hz, 1H), 6.97-6.90 (m, 2H), 3.80-3.75 (m, 2H), 3.32 (s, 2H), 2.85-2.80 (m, 2H), 2.43 (s, 3H), 1.80 (s, 3H), 1.77 (s, 3H). MS=475 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501936B2
Source datasetuspto-grants-2013_08
ORD IDord-1361adca60cf4a8ab3b6d3d7665a9958
Source noteuspto-grants-2013_08