Sulfuric acid tetrahydrofuran → HCID 178487603, Verbindung

HRID 2202325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2202325
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].C1COCC1.[F:11][C:12]1[CH:13]=[C:14]([NH:23][C:24]([C@@H:26]2[N:35]([C:36]([C@@H:38]3[CH2:41][C@H:40]([CH2:42][C:43]([OH:45])=[O:44])[CH2:39]3)=[O:37])[CH2:34][CH2:33][C:32]3[N:31]=[C:30]([O:46][CH3:47])[CH:29]=[CH:28][C:27]2=3)=[O:25])[CH:15]=[C:16]2[C:20]=1[C:19]([CH3:22])([CH3:21])[CH2:18][CH2:17]2>C1COCC1>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[F:11][C:12]1[CH:13]=[C:14]([NH:23][C:24]([C@@H:26]2[N:35]([C:36]([C@@H:38]3[CH2:41][C@H:40]([CH2:42][C:43]([OH:45])=[O:44])[CH2:39]3)=[O:37])[CH2:34][CH2:33][C:32]3[N:31]=[C:30]([O:46][CH3:47])[CH:29]=[CH:28][C:27]2=3)=[O:25])[CH:15]=[C:16]2[C:20]=1[C:19]([CH3:22])([CH3:21])[CH2:18][CH2:17]2

Komponenten

4

Edukt 2

HCID 68124251Sulfuric acid tetrahydrofuranHCID 178487600HCID 178487600, Verbindung

Produkt 1

HCID 178487603HCID 178487603, VerbindungAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.126M Sulfuric acid/THF (13.24 mL, 1.67 mmol) solution was added to a solution of (cis-3-(((5R)-5-((7-fluoro-1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)carbamoyl)-2-methoxy-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)carbonyl)cyclobutyl)acetic acid (850 mg, 1.67 mmol) in THF (20 mL) at room temperature. The mixture was concentrated under reduced pressure to dryness, and the solid was collected by filtration with ethyl acetate (20 mL) to give (cis-3-(((5R)-5-((7-fluoro-1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)carbamoyl)-2-methoxy-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)carbonyl)cyclobutyl)acetic acid monosulfate (980.1 mg, 1.613 mmol, 97%) as a white solid.

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure to dryness
  2. filtrationthe solid was collected by filtration with ethyl acetate (20 mL)

Quellen und Nachweise

ORD-Eintrag
ord-eead7b2cec944866994062eeb52bd5c5
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09365520B2

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