Hydrochloric Acid → HCID 67316590, Verbindung

HRID 1012998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1012998
[CH2:1]([N:8](C)[CH:9]1[CH2:15][N:14]([CH2:16][CH3:17])[CH2:13][CH2:12][N:11]2[C:18](=[O:27])[C:19]([OH:26])=[C:20]([C:22]([O:24][CH3:25])=[O:23])[N:21]=[C:10]12)C1C=CC=CC=1.Cl>CO.[Pd]>[CH2:16]([N:14]1[CH2:15][CH:9]([NH:8][CH3:1])[C:10]2=[N:21][C:20]([C:22]([O:24][CH3:25])=[O:23])=[C:19]([OH:26])[C:18](=[O:27])[N:11]2[CH2:12][CH2:13]1)[CH3:17]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 67316768Methyl 10-[benzyl(methyl)amino]-8-ethyl-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-d][1,4]diazepine-2-carboxylate

Produkt 1

HCID 67316590HCID 67316590, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

The compound of Step 1 was dissolved in MeOH and 6 N HCl (2.5 eq.) and stirred overnight under an H2 atmosphere in the presence of 10% Pd/C. The catalyst was then filtered off through celite, and the filtrate was concentrated under reduced pressure and triturated with diethyl ether to yield methyl 8-ethyl-3-hydroxy-10-(methylamino)-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-d][1,4]diazepine-2-carboxylate. MS (ES) C13H20N4O4 requires 296. Found: 297 (M+H+). The latter compound was taken in dichloromethane and treated with triethylamine (2.5 eq.) and methyl chloro(oxo)acetate (1.2 eq.). After stirring one hour at room temperature, solvent was removed under reduced pressure and residue was taken in methanol and treated with an excess of dimethyl amine (2 M solution in methanol) at room temperature overnight. Volatiles were evaporated under reduced pressure yielding title compound which was used without purification in the next step. MS (ES) C17H25N5O6 requires 395. Found: 396 (M+H+).

Aufarbeitung

  1. filtrationThe catalyst was then filtered off through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customtriturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-fb42a7c6c4104e6890e07513e4599dda
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07981879B2

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