HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → N-Hydroxy 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-aza-bicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | N-(1-isobutoxyethoxy) 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxamide | HCID 59367679 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | N-Hydroxy 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-aza-bicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxamide | HCID 59367598 | 11% |
Reaktionsschritte
To N-(1-isobutoxyethoxy) 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxamide was added TFA:DCM:MeOH (3.5 ml, 1:2:2 mixture). The solution was stirred overnight, and then concentrated in vacuo. The product was purified by reverse phase HPLC to yield the title compound as a white solid (18 mg, 11%). LCMS Purity >98%, m/z 537 [M+H]+, 1H NMR (300 MHz, d6-DMSO) 1.83-1.95 (3H, m), 2.17 (2H, t, J=8.2 Hz), 2.22-2.26 (2H, m), 3.36-3.45 (6H, m), 3.52-3.59 (2H, m), 3.79 (2H, t, J=11.8 Hz), 7.66-7.76 (2H, m), 7.83 (1H, dd, J=1.8, 8.7 Hz), 8.04-8.09 (1H, m), 8.18 (1H, d, J=8.8 Hz), 8.22-8.27 (1H, m), 8.53-8.56 (1H, m), 8.63 (2H, s), 8.99 (1H, br s), 11.03 (1H, br s).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07932246B2 |
| Quelldatensatz | uspto-grants-2011_04 |
| ORD ID | ord-39988f2f35764d3cbb0f9a3b2b6db405 |
| Quellennotiz | uspto-grants-2011_04 |