Sulfamide → HCID 53473393, Verbindung

HRID 2037453Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2037453
[NH2:1][CH2:2][CH2:3][C@@:4]1([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1.[S:34](N)([NH2:37])(=[O:36])=[O:35]>O1CCOCC1>[NH2:37][S:34]([NH:1][CH2:2][CH2:3][C@@:4]1([C:27]2[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:17][CH:18]=2)[CH3:12])[CH2:6][CH2:5]1)(=[O:36])=[O:35]

Komponenten

4

Edukt 2

HCID 82267SulfamideHCID 53473235HCID 53473235, Verbindung

Produkt 1

HCID 53473393HCID 53473393, VerbindungAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of (R)-6-(2-aminoethyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluoro phenyl)-1,3-oxazinan-2-one (40 mg, 0.09 mmol) and sulfamide (44 mg, 0.45 mmol) in 1,4-dioxane (10 mL) was heated to reflux overnight. When the reaction was over, the solvent was removed to give the residue, which was purified by preparative HPLC to give the desired product (12 mg, 25%). 1H NMR (CDCl3): 1.54 (m, 3H), 2.26 (m, 5H), 3.08 (m, 3H), 4.56 (s, 2H), 5.67 (m, 1H), 6.89 (m, 2H), 7.05 (m, 4H), 7.28 (m, 5H). LC-MS Method 3 tR=1.24 min, m/z=534.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customwas removed
  4. customto give the residue, which
  5. customwas purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5ba4369fe64540b8a3d7b87043761ba1
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575156B2

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