Hydrochloric Acid → 11-ethyl-5,11-dihydro-8-[2-(4-amino-2-methylphenoxy)ethyl]-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

HRID 393297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393297
[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23]C(=O)OC(C)(C)C)=[CH:19][C:18]=3[CH3:31])=[CH:13][C:8]=2[C:7](=[O:32])[N:6]([CH3:33])[C:5]2[CH:34]=[CH:35][CH:36]=[N:37][C:4]1=2)[CH3:2].Cl.O1CCOCC1>>[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][C:18]=3[CH3:31])=[CH:13][C:8]=2[C:7](=[O:32])[N:6]([CH3:33])[C:5]2[CH:34]=[CH:35][CH:36]=[N:37][C:4]1=2)[CH3:2]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 226488701,1-Dimethylethyl n-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}carbamate

Produkt 1

HCID 2264885811-ethyl-5,11-dihydro-8-[2-(4-amino-2-methylphenoxy)ethyl]-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneAusbeute 92,2 %

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture of 1,1-dimethylethyl N-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}carbamate (540 mg, 1.07 mmol) and 4 N HCl in 1,4-dioxane (5.0 mL, 20 mmol) was stirred at 25° C. for 2 h. The reaction mixture was concentrated under reduced pressure. The residue was taken in water (6 mL) and the resulting solution was washed with EtOAc. The aqueous layer was rendered basic (pH 9) with aqueous 2 N NaOH solution and the mixture was extracted with EtOAc. The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure to yield the title compound (398 mg, 92% yield) as a beige foam.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washthe resulting solution was washed with EtOAc
  3. extractionthe mixture was extracted with EtOAc
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c4aadd1f99a345b0bdb0ddb15aa4a63c
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06806265B2

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