HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,4-Dichloro-1,3,5-triazine → tert-Butyl 5-(4-chloro-1,3,5-triazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,4-Dichloro-1,3,5-triazine | HCID 17810 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate | HCID 4142526 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Ammonium Chloride | HCID 25517 | — |
| Produkt | tert-Butyl 5-(4-chloro-1,3,5-triazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate | HCID 86669174 | 44,1% |
Reaktionsschritte
To a solution of 2,4-dichloro-1,3,5-triazine (150 mg, 0.953 mmol) in ACN (5 mL) was added a solution of Intermediate 15 (202 mg, 0.953 mmol) and DIPEA (0.33 mL, 1.91 mmol) in ACN (5 mL) at 0° C. dropwise. After 10 min the mixture was diluted with saturated aqueous NH4Cl solution. The aqueous layer was then extracted with DCM and the combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hexanes to 80% EtOAc/Hexanes) afforded the desired product as a white solid (137 mg, 44%). MS (ESI) mass calculated for C14H20ClN5O2, 325.13; m/z found, 326.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08653263B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-043734506eae4a778b5a28c884af9189 |
| Quellennotiz | uspto-grants-2014_02 |