Oxalic Acid → 5-AMINO-6-CHLORO-2-ETHYL-N-{[1-(2-HYDROXYBUTYL)PIPERIDIN-4-YL]METHYL}IMIDAZO[1,2-a]PYRIDINE-8-CARBOXAMIDE OXALATE

HRID 965810Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 965810
[NH2:1][C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][CH3:12])[N:10]=[C:6]2[C:5]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH:24]([OH:27])[CH2:25][CH3:26])[CH2:19][CH2:18]2)=[O:14])=[CH:4][C:3]=1[Cl:28].[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31]>CO>[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31].[NH2:1][C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][CH3:12])[N:10]=[C:6]2[C:5]([C:13]([NH:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([CH2:23][CH:24]([OH:27])[CH2:25][CH3:26])[CH2:21][CH2:22]2)=[O:14])=[CH:4][C:3]=1[Cl:28]

Komponenten

4

Edukt 2

HCID 971Oxalic AcidHCID 103413815-amino-6-chloro-2-ethyl-N-{[1-(2-hydroxybutyl)piperidin-4-yl]methyl}-imidazo[1,2-a]pyridine-8-carboxamide

Produkt 1

HCID 223132655-AMINO-6-CHLORO-2-ETHYL-N-{[1-(2-HYDROXYBUTYL)PIPERIDIN-4-YL]METHYL}IMIDAZO[1,2-a]PYRIDINE-8-CARBOXAMIDE OXALATEAusbeute 142,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

5-amino-6-chloro-2-ethyl-N-{[1-(2-hydroxybutyl)piperidin-4-yl]methyl}-imidazo[1,2-a]pyridine-8-carboxamide (Example 13, Step 3, 79 mg, 0.19 mmol) was dissolved in methanol (3 mL) and acidified with oxalic acid (17.4 mg, 0.13 mmol) in methanol (2 mL). The mixture was then concentrated and a white precipitate was washed with ethyl acetate to afford (92 mg, 80%) of the title compound.

Aufarbeitung

  1. concentrationThe mixture was then concentrated
  2. washa white precipitate was washed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-51e857823e564950b4b992938bd17c0f
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951867B2

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