Trifluoroacetic acid → 1-Amino-N-[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]cyclopropanecarboxamide

HRID 2068556Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2068556
[CH:1]1[N:5]2[C:6]3[CH:28]=[CH:27][CH:26]=[CH:25][C:7]=3[CH2:8][CH2:9][C@@H:10]([NH:11][C:12]([C:14]3([NH:17]C(=O)OC(C)(C)C)[CH2:16][CH2:15]3)=[O:13])[C:4]2=[N:3][CH:2]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:17][C:14]1([C:12]([NH:11][C@@H:10]2[CH2:9][CH2:8][C:7]3[CH:25]=[CH:26][CH:27]=[CH:28][C:6]=3[N:5]3[CH:1]=[CH:2][N:3]=[C:4]23)=[O:13])[CH2:15][CH2:16]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 67234396Tert-butyl N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]carbamate

Produkt 1

HCID 583040891-Amino-N-[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]cyclopropanecarboxamideAusbeute 74,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Dissolve tert-butyl N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]carbamate (856 mg, 2.24 mmol) in dichloromethane (20 mL) and cool in an ice bath. Add trifluoroacetic acid (10 mL, 132.25 mmol). Remove the bath and stir the reaction for 1 hr. Concentrate the mixture under reduced pressure and add ethyl acetate. Wash with 1N NaOH and brine, dry over sodium sulfate, and concentrate the organic layer under reduced pressure to give the title compound (470 mg, 74%) as a white solid: MS (m/z): 283 (M+1).

Aufarbeitung

  1. temperaturecool in an ice bath
  2. customRemove the bath
  3. customthe reaction for 1 hr
  4. concentrationConcentrate the mixture under reduced pressure
  5. additionadd ethyl acetate
  6. washWash with 1N NaOH and brine
  7. dry with materialdry over sodium sulfate
  8. concentrationconcentrate the organic layer under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-42f1547227c2440a868be047d2955629
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299061B2

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