Hydrochloric Acid → HCID 71075520, Verbindung

HRID 2170709Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170709
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C@@H:11]([NH:13][C:14]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH2:25][C:26]2[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=2)[O:29][C@@H:30]([CH3:35])[C:31]([O:33]C)=[O:32])[C:20]([CH3:39])=[C:19]3[CH3:40])=[O:15])[CH3:12])[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2].[Li+].[OH-].Cl>C1COCC1>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C@@H:11]([NH:13][C:14]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH2:25][C:26]2[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=2)[O:29][C@@H:30]([CH3:35])[C:31]([OH:33])=[O:32])[C:20]([CH3:39])=[C:19]3[CH3:40])=[O:15])[CH3:12])[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 71075489HCID 71075489, Verbindung

Produkt 1

HCID 71075520HCID 71075520, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (S)-methyl 2-(3-((5(((S)-1-(3-isopropoxyphenyl)ethyl) carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)phenoxy)propanoate (70 mg, 0.13 mmol, 1 equiv) in THF (2 mL) was added a 1 N LiOH aqueous solution of (1 mL). The reaction mixture was stirred 6 h at room temperature, then acidified with a 0.5 N HCl aqueous solution. The mixture was filtered and the precipate was dissolved in methanol and concentrated to obtain the crude product which was purified by prep. HPLC (MeOH/Acetonitrile/water 0.1% TFA) to obtain the title compound.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. dissolutionthe precipate was dissolved in methanol
  3. concentrationconcentrated
  4. customto obtain the crude product which
  5. customwas purified by prep

Quellen und Nachweise

ORD-Eintrag
ord-b573e63655d04466ad0e409b19641a9d
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051265B2

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