HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → HCID 68707998, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 68708248 | HCID 68708248 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68707998 | HCID 68707998 | 79% |
Reaction Steps
To 2-(4-bromo-phenyl)-1H-pyrrolo[2,3-f]isoquinoline XIXB (1.54 mmol), 2-(dicyclohexylphosphino)biphenyl (0.154 mmol), palladium acetate (0.154 mmol) and 1-methylpiperazine (15.46 mmol), degassed DMF (5 mL) and sodium tert-butoxide (4.62 mmol) were added. The mixture was submitted to microwaves at 150° C. for 15 min, the solvent was removed and the crude was purified by chromatography on silica gel (eluant: DCM/MeOH/30% aq NH3 92:8:1) affording the title compound (79% yield). ESI (+) MS: m/z 343 (MH+). 1H NMR: 2.24 (s, 3H), 2.45-2.50 (m, 4H), 3.20-3.26 (m, 4H), 6.96 (d, J=1.46, 1H), 7.07 (d, J=8.90, 2H), 7.58 (d, J=8.54, 1H), 7.78 (d, J=8.54, 1H), 7.85 (d, J=8.90, 2H), 8.43 (d, J=5.85, 1H), 8.50 (d, J=5.73, 1H), 9.18 (s, 1H), 12.33 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207180B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-7ab2347aabd54d8abbf226477cfc0ee9 |
| Source note | uspto-grants-2012_06 |