HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Bromophenyl)-4-methylpiperazine → [6-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Bromophenyl)-4-methylpiperazine | HCID 11817675 | — |
| Reactant | 2,2'-Bis(dicyclohexylphosphino)-1,1'-biphenyl | HCID 24946987 | — |
| Reactant | 6-(4-(Methylsulfonyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine | HCID 67481489 | — |
| Product | [6-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine | HCID 67479023 | — |
Reaction Steps
[6-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine was prepared from 6-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (50.0 mg, 0.173 mmol) and 1-(4-bromo-phenyl)-4-methyl-piperazine (54.0 mg, 0.212 mmol) with 2,2′-Bis-dicyclohexylphosphanyl-biphenyl (20.0 mg, 0.0366 mmol) as the ligand in a manner analogous to Step 2d and was isolated as a yellow solid (0.009 g, 10%). MP=260-264° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 8.68-8.67 (m, 1H), 8.09-8.04 (m, 2H), 7.79-7.74 (m, 2H), 7.68 (dd, J=9.1, 1.8 Hz, 1H), 7.55 (d, J=9.3 Hz, 1H), 7.51-7.46 (m, 2H), 7.00-6.95 (m, 2H), 6.64 (s, 1H), 3.20-3.15 (m, 4H), 3.11 (s, 3H), 2.62-2.58 (m, 4H), 2.36 (s, 3H). MS=463 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633173B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-8ac7517828f34da89d7b814eecb48deb |
| Source note | uspto-grants-2014_01 |