HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → HCID 57949407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 57949704 | HCID 57949704 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57949407 | HCID 57949407 | 41.1% |
Reaction Steps
A mixture of 5-bromo-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.039 g, 0.1 mmol), 1-methyl piperazine (0.022 mL, 0.2 mmol), Pd2.dba3 (0.009 g, 0.01 mmol), BINAP (0.012 g, 0.02 mmol), and sodium tertiary-butoxide (0.030 g, 0.3 mmol) in toluene (3 mL) was heated to reflux for 3 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-(4-Methyl-piperazin-1-yl)-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.017 g, 41%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.37 (s, 3H), 2.58 (m, 4H), 3.32 (m, 4H), 4.20 (s, 2H), 4.72 (s, 2H), 6.83-7.36 (m, 11H), 7.75 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968570B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-e24adbdd074e4dc8bca7125e4487675a |
| Source note | uspto-grants-2011_06 |