Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,5-Dibromopentane | HCID 8100 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Amino-2,3-dihydro-1H-isoindol-1-one | HCID 22064627 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22064705 | HCID 22064705 | — |
Reaction Steps
6-Amino-2,3-dihydro-isoindol-1-one (0.810 g, CAS 675109-45-2) was dissolved in 12 ml of acetonitrile and treated successively with sodium iodide (2.458 g, 3 eq.), 1,5-dibromopentane (1.11 ml, 1.5 eq.), and N-ethyl-diisopropylamine (2.88 ml, 3.1 eq.), and the mixture was stirred at 75° C. for 20 h. Pouring onto crushed ice, twofold extraction with AcOEt, washing with water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by crystallization from hexane/ethyl acetate yielded 6-piperidin-1-yl-2,3-dihydro-isoindol-1-one (0.669 g) as light brown crystals, MS 217.3 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07056932B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-e1993839da804100b5a2ad4238759003 |
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| Source note | uspto-grants-2006_06 |
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