HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpiperazine → 4-(3-methylpiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpiperazine | HCID 66057 | — |
| Reactant | 4-bromo-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide | HCID 669304 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(3-methylpiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide | HCID 59466120 | 77.4% |
Reaction Steps
Synthesized according to general procedure 8. The reaction was set up with 4-bromo-N-(thiazol-2-yl)benzenesulfonamide (1.0 g, 3.1 mmol), 2-methylpiperazine (310 mg, 3.1 mmol), Pd2(dba)3 (56 mg, 0.061 mmol), 2-(di-t-butylphosphino)biphenyl (73 mg, 0.25 mmol), NaO-tBu (930 mg, 0.25 mmol), and toluene (7.0 mL) to obtain the desired amine as a tan solid (800 mg, 2.4 mmol, 76% yield). LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)), m/z: M+1 obs=339.3; tR=0.68 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309587B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-0d3d625235af4610938bb4539e97dd69 |
| Source note | uspto-grants-2012_11 |