HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-butyl N-(2-oxoethyl)carbamate → N'-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-ethane-1,2-diamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-butyl N-(2-oxoethyl)carbamate | HCID 4247255 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine | HCID 21985008 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N'-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-ethane-1,2-diamine | HCID 21985114 | 17% |
Reaktionsschritte
Using General Procedure B: To a stirred solution of N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (250 mg, 0.629 mmol) and (2-oxo-ethyl)-carbamic acid tert-butyl ester (100 mg, 0.628 mmol) in THF (6.3 mL) was added NaBH(OAc)3 (173 mg, 0.816 mmol) and the mixture was stirred at room temperature for 22 h. Purification of the crude material by column chromatography on silica gel (200:5:1 CH2Cl2/MeOH/NH4OH) afforded a colourless oil (47 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091217B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-46852be027304803a1cc633363f06368 |
| Quellennotiz | uspto-grants-2006_08 |