Reaktion #2493336

ord-431737c4db604c6aba6d5d8d13667249

Reaktionsgleichung

CCCN(CCC)C(=O)COC(=O)CCNS(=O)(=O)c1cccc(C(=O)N2CCC3(CC2)CN/C(=N\C(=O)c2nc(Cl)c(N)nc2N)N3)c1
3-(3-{2-[(E)-3,5-Diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid dipropylcarbamoylmethyl ester
O=C(O)CCC(=O)O
succinic acid
→
CCCN(CCC)C(=O)COC(=O)CCNS(=O)(=O)c1cccc(C(=O)N2CCC3(CC2)CN/C(=N\C(=O)c2nc(Cl)c(N)nc2N)N3)c1.O=C(O)CCC(=O)O
3-(3-{2-[(E)-3,5-Diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid dipropylcarbamoylmethyl ester succinate salt

Edukte

CCCN(CCC)C(=O)COC(=O)CCNS(=O)(=O)c1cccc(C(=O)N2CCC3(CC2)CN/C(=N\C(=O)c2nc(Cl)c(N)nc2N)N3)c1
3-(3-{2-[(E)-3,5-Diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid dipropylcarbamoylmethyl ester
O=C(O)CCC(=O)O
succinic acid

Reagenzien

Keine

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAfterwards, crystals were collected by filtration
  2. 2
    Sonstigedried at 60° C.
  3. 3
    workup.WAIT1 mbar for 3 hours
  4. 4
    Sonstigewere obtained

Vorschrift

1 g of 3-(3-{2-[(E)-3,5-Diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid dipropylcarbamoylmethyl ester (may be prepared as in Preparation 1) and 0.18 g succinic acid were dissolved in 7.97 g methanol in a glass vial at 50° C. The solution was cooled to 0° C. and then stirred at that temperature for 24 hours. Afterwards, crystals were collected by filtration and dried at 60° C. and 1 mbar for 3 hours. Off-white to yellowish crystals of form C were obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08809340B2uspto-grants-2014_08