Hydrogen Bromide → (3RS)-Amino-1-(tert-butylcarbonylmethyl)-2,3-dihydro-5-(2-pyridyl)-1H-1,4-benzodiazepin-2-one

HRID 2331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2331
C(OC([NH:6][CH:7]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[C:11]2[CH:20]=[CH:21][CH:22]=[CH:23][C:10]=2[N:9]([CH2:24][C:25]([C:27]([CH3:30])([CH3:29])[CH3:28])=[O:26])[C:8]1=[O:31])=O)C.Br>C(Cl)Cl>[NH2:6][CH:7]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[C:11]2[CH:20]=[CH:21][CH:22]=[CH:23][C:10]=2[N:9]([CH2:24][C:25]([C:27]([CH3:29])([CH3:28])[CH3:30])=[O:26])[C:8]1=[O:31]

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 10740914(3RS)-Ethyloxycarbonylamino-1-(tert-butylcarbonylmethyl)-2,3-dihydro-5-(2-pyridyl)-1H-1,4-benzodiazepin-2-one

Produkt 1

HCID 10498048(3RS)-Amino-1-(tert-butylcarbonylmethyl)-2,3-dihydro-5-(2-pyridyl)-1H-1,4-benzodiazepin-2-oneAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(3RS)-Ethyloxycarbonylamino-1-(tert-butylcarbonylmethyl)-2,3-dihydro-5-(2-pyridyl)-1H-1,4-benzodiazepin-2-one (IV, 250 mg, 0.592 mmol) was taken up in dry DCM (10 ml) at 0° C. and saturated with dry HBr gas. The mixture was stoppered and stirred at r.t. for 64 h. The solvent was evaporated and the product partitioned between 1M HCl and EtOAc. The acid portion was basified and extracted with CHCl3 (×3). The extracts were combined and washed with brine, dried and evaporated to give a brown foam (188 mg, 91%), which was not purified further.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe product partitioned between 1M HCl and EtOAc
  3. extractionextracted with CHCl3 (×3)
  4. washwashed with brine
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-39eb4353217146abafbc990f86f0185c
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728829

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