Hydrochloric Acid → HCID 178480925, Verbindung

HRID 1852547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852547
Cl.C(OC(=O)[NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([NH:15][C:16](=[O:25])[CH2:17][N:18]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)[CH2:11][CH2:10]1)(C)(C)C.CCOCC>CO>[NH2:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([NH:15][C:16](=[O:25])[CH2:17][N:18]2[CH2:19][CH2:20][N:21]([CH3:24])[CH2:22][CH2:23]2)[CH2:13][CH2:14]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178480926HCID 178480926, Verbindung

Produkt 1

HCID 178480925HCID 178480925, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

An aqueous solution of HCl (2 M, 15 mL) was added to a solution of trans-{4-[2-(4-methyl-piperazin-1-yl)-acetylamino]-cyclohexyl}-carbamic acid tert-butyl ester (199 mg, 0.56 mmol) in MeOH (15 mL) at RT, and the resulting mixture was stirred overnight. The reaction mixture was concentrated under reduced pressure to give a solid residue. Et2O was added to this material, and the resulting suspension was sonicated. The ether phase was decanted away, leaving a powdery brown solid which was purified by preparative TLC. The resulting oil was dissolved in the minimum quantity of MeOH, and Et2O was added. A solid precipitated; the liquid phase was decanted away to give, after drying, 75 mg of trans-N-(4-amino-cyclohexyl)-2-(4-methyl-piperazin-1-yl)-acetamide as a fine powder.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give a solid residue
  3. customthe resulting suspension was sonicated
  4. customThe ether phase was decanted away
  5. customleaving a powdery brown solid which
  6. customwas purified by preparative TLC
  7. dissolutionThe resulting oil was dissolved in the minimum quantity of MeOH, and Et2O
  8. additionwas added
  9. customA solid precipitated
  10. customthe liquid phase was decanted away
  11. customto give
  12. customafter drying

Quellen und Nachweise

ORD-Eintrag
ord-9447c1ba99b44f1c87d452cbae8b3f1d
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962622B2

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