Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(2-Hydroxyethyl)-4-methylpiperazine | HCID 231184 | — |
| Reactant | HCID 11560384 | HCID 11560384 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86635674 | HCID 86635674 | 18.5% |
Reaction Steps
A mixture of 5-bromo-7-methyl-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.120 g, 0.3 mmol), 2-(4-methyl-piperazin-1yl)-ethanol (0.074 mL, 0.6 mmol), Pd(OAc)2 (0.002 g, 0.006 mmol), and Cs2CO3 (0.195 g, 0.6 mmol) in toluene (3 mL) was stirred at 100° C. for 24 h. Workup and silica gel column chromatography using 5:1 CHCl3-MeOH afforded 7-methyl-5-[2-(4-methyl-piperazin-1-yl)-ethoxy]-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-lone (0.025 g, 18%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.49 (bs, 8H), 2.75 (s, 3H), 2.83 (t, 2H), 4.16 (m, 5H), 4.73 (s, 2H), 6.70 (d, 2H), 7.13-7.37 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968570B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-e0ccddd3854c432f80bf8ae231007676 |
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| Source note | uspto-grants-2011_06 |
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