HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 21422099, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyl-1-piperazinecarbonyl chloride | HCID 3016935 | — |
| Reactant | HCID 21422072 | HCID 21422072 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | HCID 21422099 | HCID 21422099 | 80.6% |
Reaction Steps
Following the procedure of Example 4 but starting with 2-(1,6-naphthyridin-2-yl)-3-hydroxy-isoindolin-1-one (1.7 g.) in anhydrous tetrahydrofuran (17 cc.), sodium hydride (50% dispersion in mineral oil) (0.58 g.), 1-chlorocarbonyl-4-methylpiperazine (0.5 g.) in anhydrous tetrahydrofuran (5 cc.) and hexamethylphosphotriamide (4.5 cc.), a product (1.3 g.), melting at 215° C., is obtained. After washing with diisopropyl ether (30 cc.), this product is dissolved in methylene chloride (40 cc.). After filtration, the solution is concentrated to dryness to yield 3-(4-methylpiperazin-1-yl)carbonyloxy-2-(1,6-naphthyridin-2-yl)isoindolin-1-one (1 g.) melting at 215° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04038391 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-7e35c4f8973b463c826e2ae9fe07ba02 |
| Source note | uspto-grants-1977_07 |