Hydrochloric Acid → methyl 1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazole-3-carboxylate

HRID 885060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885060
[CH3:1][O:2][C:3]1[CH:8]=[N:7][C:6]([N:9]2[CH:13]=[N:12][C:11]([C:14]#N)=[N:10]2)=[C:5]2[NH:16][CH:17]=[CH:18][C:4]=12.[C:19]([O-])([O-])=[O:20].[K+].[K+].Cl.C[OH:27]>O>[CH3:1][O:2][C:3]1[CH:8]=[N:7][C:6]([N:9]2[CH:13]=[N:12][C:11]([C:14]([O:20][CH3:19])=[O:27])=[N:10]2)=[C:5]2[NH:16][CH:17]=[CH:18][C:4]=12

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 11430Potassium CarbonateHCID 580260371-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazole-3-carbonitrile

Produkt 1

HCID 58026033methyl 1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazole-3-carboxylateAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1-(4-Methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazole-3-carbonitrile (1 g, 4.16 mmol) and K2CO3 (0.863 g, 6.24 mmol) were combined in MeOH (20 mL) and water (20 mL). The mixture was stirred at room temperature overnight. The mixture was neutralized with 1N HCl to pH=3. The precipitate was collected by filtration to give methyl 1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazole-3-carboxylate (1.03 g, 3.77 mmol, 91% yield). LCMS: m/z 274.2 (M+H)+, 1.63 min (method 8). 1H NMR (500 MHz, MeOD) d ppm 9.22 (s, 1H) 7.47 (s, 1H) 7.39 (d, J=3.05 Hz, 1H) 6.62 (d, J=3.05 Hz, 1H) 4.03 (s, 3H) 4.00 (s, 3H).

Aufarbeitung

  1. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-2a584d40fc13432eac1f9ff711f1f8fc
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242124B2

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