HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 4-(1-(2-(1,3-Dioxoisomdolin-2-yl)ethyl)-1H-pyrazol-3-yl)-2-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | HCID 11325 | — |
| Reactant | HCID 178422844 | HCID 178422844 | — |
| Product | 4-(1-(2-(1,3-Dioxoisomdolin-2-yl)ethyl)-1H-pyrazol-3-yl)-2-methylbenzonitrile | HCID 70656157 | 32% |
Reaction Steps
2-Methyl-4-(1H-pyrazol-3-yl)benzonitrile (0.949 g, 5.2 mmol) was reacted with N-(2-bromoethyl)phthalimide (1.58 g, 6.2 mmol) using the method of Example 27(a). Crude product was purified by chromatography (CombiFlash, silica column, eluent: 0-100% EtOAc/heptane) to yield 0.590 g (32%) of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 2.36 (s, 3H), 3.99 (t, 2H), 4.44 (t, 2H), 6.76 (d, 1H), 7.44 (s, 1H), 7.46 (m, 1H), 7.62 (d, 1H), 7.83 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975254B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-37588d8c559b45888b30d7b9416845ce |
| Source note | uspto-grants-2015_03 |