Acetic Acid → 4-methyl-7-Dimethylamino-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
Reaktionsgleichung
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11](N)[CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1.C=O.[BH3-][C:19]#[N:20].[Na+].[C:22](O)(=O)C>C(#N)C.C(OCC)C>[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11]([N:20]([CH3:19])[CH3:22])[CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a solution of intermediate 3 (3.0 g, 13 mmol) and 37% aq formaldehyde (21 mL, 0.26 mol) in acetonitrile at 0° C., NaBH3CN (4.8 g, 77 mmol) was added portionwise. The reaction mixture was stirred at 0° C. for 2 h and then at room temperature for 1 h. Acetic acid (1.4 mL) was then added and the reaction mixture was stirred for another 2 h. The reaction mixture was poured into ethyl ether, washed with 2N KOH and the basic layer was extracted several times with ethyl acetate. The organic phases were collected and dried and solvents removed in vacuum to give an amorphous yellowish solid.
Aufarbeitung
- waitat room temperature for 1 h
- stirringthe reaction mixture was stirred for another 2 h
- washwashed with 2N KOH
- extractionthe basic layer was extracted several times with ethyl acetate
- customThe organic phases were collected
- customdried
- customsolvents removed in vacuum
- customto give an amorphous yellowish solid
Quellen und Nachweise
- ORD-Eintrag
- ord-58f30c58fb134e38a5b4a8f842dca89c
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08946410B2
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