Sodium Hydroxide → 2-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

HRID 1189705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189705
C([O:3][C:4]([C:6]1[C:26]([N:27]2[CH2:32][CH2:31][CH:30]([C:33]([F:36])([F:35])[F:34])[CH2:29][CH2:28]2)=[CH:25][C:9]2[N:10]([CH3:24])[C:11]([NH:13][C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[C:16]([CH2:21][NH2:22])[C:15]=3[Cl:23])=[N:12][C:8]=2[CH:7]=1)=[O:5])C.[OH-].[Na+]>CO>[Cl:23][C:15]1[C:16]([CH2:21][NH2:22])=[CH:17][CH:18]=[C:19]([Cl:20])[C:14]=1[NH:13][C:11]1[N:10]([CH3:24])[C:9]2[CH:25]=[C:26]([N:27]3[CH2:32][CH2:31][CH:30]([C:33]([F:36])([F:35])[F:34])[CH2:29][CH2:28]3)[C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]=2[N:12]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 679575112-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid ethyl ester

Produkt 1

HCID 679573152-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-{2,6-dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid ethyl ester (5.83 g, 10 mmol), 50% aq NaOH-solution (25 ml) and MeOH (100 ml) is stirred for 2.5 h at rt. The mixture is concentrated and slowly added to ice-cooled 12 M aq HCl (39.5 mL). Then aq NaHCO3 solution is added (to pH 8) and the resulting precipitate is collected by filtration and dried.

Aufarbeitung

  1. concentrationThe mixture is concentrated
  2. additionslowly added to ice-
  3. temperaturecooled 12 M aq HCl (39.5 mL)
  4. additionThen aq NaHCO3 solution is added (to pH 8)
  5. filtrationthe resulting precipitate is collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1ab53163a30c4e09a115f1f966775f28
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674113B2

Notizen zur Reaktion

Wird geladen…