Hydrochloric Acid → 2-(7-(3-(1-hydroxyethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

HRID 885067Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885067
[OH:1][CH:2]([C:4]1[N:8]=[CH:7][N:6]([C:9]2[N:10]=[CH:11][C:12]([O:25][CH3:26])=[C:13]3[C:17]([C:18](=[O:24])[C:19]([O:21]CC)=[O:20])=[CH:16][NH:15][C:14]=23)[N:5]=1)[CH3:3].C([O-])([O-])=O.[K+].[K+].Cl>CO.O>[OH:1][CH:2]([C:4]1[N:8]=[CH:7][N:6]([C:9]2[N:10]=[CH:11][C:12]([O:25][CH3:26])=[C:13]3[C:17]([C:18](=[O:24])[C:19]([OH:21])=[O:20])=[CH:16][NH:15][C:14]=23)[N:5]=1)[CH3:3]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 58026059ethyl 2-(7-(3-(1-hydroxyethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetate

Produkt 1

HCID 580260672-(7-(3-(1-hydroxyethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acidAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Ethyl 2-(7-(3-(1-hydroxyethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetate (100 mg, 0.278 mmol) and K2CO3 (77 mg, 0.557 mmol) were dissolved in MeOH (2 mL) and water (2 mL). The mixture was stirred at room temperature overnight, and neutralized with 1N HCl to pH 3. All solvents were removed and the residue was purified by prep. HPLC to give 2-(7-(3-(1-hydroxyethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (46 mg, 0.139 mmol, 49.9% yield). LCMS: m/z 332.1 (M+H)+, 1.17 min (method 8).

Aufarbeitung

  1. customAll solvents were removed
  2. customthe residue was purified by prep

Quellen und Nachweise

ORD-Eintrag
ord-d58bc6c71b0f4e8ab0f6ffcb5bfcfca3
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242124B2

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