Reaktion #60660

ord-15fc7dc43c3b4426bcce362262cb4a84

Reaktionsgleichung

NCCCC1(CS(=O)(=O)N2CCC(Oc3ccc(Cl)cn3)CC2)NC(=O)NC1=O.O=C(O)C(F)(F)F
5-(3-Aminopropyl)-5-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}sulfonyl)methyl]imidazolidine-2,4-dione trifluoroacetic acid
CCN(C(C)C)C(C)C
DIPEA
O=S(=O)(Cl)Cl
Sulfonylchloride
→
CS(=O)(=O)NCCCC1(CS(=O)(=O)N2CCC(Oc3ccc(Cl)cn3)CC2)NC(=O)NC1=O
N-{3-{4-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}sulfonyl}methyl]-2,5-dioxoimidazolidin-4-yl}propyl)methanesulfonamide

Edukte

NCCCC1(CS(=O)(=O)N2CCC(Oc3ccc(Cl)cn3)CC2)NC(=O)NC1=O.O=C(O)C(F)(F)F
5-(3-Aminopropyl)-5-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}sulfonyl)methyl]imidazolidine-2,4-dione trifluoroacetic acid
CCN(C(C)C)C(C)C
DIPEA
O=S(=O)(Cl)Cl
Sulfonylchloride

Reagenzien

Keine

Lösungsmittel

ClCCl
DCM

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe reaction was stirred at rt over night
  2. 2
    SonstigeThe crude product was purified by preparative HPLC

Vorschrift

5-(3-Aminopropyl)-5-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}sulfonyl)methyl]imidazolidine-2,4-dione trifluoroacetic acid (100 mg, 0.18 mmol) was slurried in 2 mL DCM. DIPEA (62 μL, 0.36 mmol) was added and the slurry was stirred for some minutes. Sulfonylchloride (16 μL, 0.18 mmol) was added and the reaction was stirred at rt over night. The crude product was purified by preparative HPLC.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07427631B2uspto-grants-2008_09