HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 609610Erstellt: 25. Oktober 2026
Triethylamine → N-[(1-(3-Phenoxypropyl)-4-piperidinyl)methyl]3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide
https://huagongshe.com/reaction/609610
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzene, (3-bromopropoxy)- | HCID 68522 | — |
| Edukt | N-(4-Piperidylmethyl) 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide | HCID 9839803 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | N-[(1-(3-Phenoxypropyl)-4-piperidinyl)methyl]3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide | HCID 9868253 | — |
Reaktionsschritte
A stirred solution of N-(4-piperidinylmethyl) 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide (E21) (250 mg, 0.80 mmole) and triethylamine (0.25 ml, 1.8 mmole) in a mixture of acetonitrile (15 ml) and N,N-dimethylformamide (10 ml) was treated with 3-phenoxypropyl bromide (0.13 ml, 0.88 mmole) and the solution heated under reflux for 48 h. The mixture was allowed to cool, then concentrated in vacuo and the residue dissolved in ethyl acetate (25 ml) and washed with water (20 ml). The organic solution was dried (MgSO4), concentrated in vacuo and the residue purified by flash chromatography on silica gel eluting with 0-20% methanol/ethyl acetate to afford the title compound as a pale pink solid after trituation with ether (44mg) mp 120-126° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05998409 |
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| Quelldatensatz | uspto-grants-1999_12 |
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| ORD ID | ord-6f7ffc8c04fe43f9bfd3454885448099 |
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| Quellennotiz | uspto-grants-1999_12 |
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