Sodium Hydroxide → 3-(3-Cyclopropyl-2-pyridin-4-yl-3H-imidazol-4-yl)-2-methyl-propionic acid

HRID 732102Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 732102
C([O:3][C:4](=[O:22])[CH:5]([CH3:21])[CH2:6][C:7]1[N:8]([CH:18]2[CH2:20][CH2:19]2)[C:9]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)C.[OH-].[Na+]>CO>[CH:18]1([N:8]2[C:7]([CH2:6][CH:5]([CH3:21])[C:4]([OH:22])=[O:3])=[CH:11][N:10]=[C:9]2[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[CH2:19][CH2:20]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 578379853-(3-cyclopropyl-2-pyridin-4-yl-3H-imidazol-4-yl)-2-methyl-propionic acid ethyl ester

Produkt 1

HCID 578379903-(3-Cyclopropyl-2-pyridin-4-yl-3H-imidazol-4-yl)-2-methyl-propionic acidAusbeute 76,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3-(3-cyclopropyl-2-pyridin-4-yl-3H-imidazol-4-yl)-2-methyl-propionic acid ethyl ester (1.02 g, 3.40 mmol) was mixed with MeOH (8 ml) and sodium hydroxide (1N in water, 5.1 ml, 5.10 mmol). This mixture was left stirring at r.t. for 5 h, followed by concentration in-vacuo. The isolated residue was treated with aq. HCl (2N, 6 ml) to isolate the title compound (702 mg, 76%). 1H-NMR (DMSO-d6): 8.63 (dd, 2H), 7.74 (dd, 2H), 6.82 (s, 1H), 3.55 (m, 1H), 3.09 (m, 1H), 2.82 (m, 2H), 1.19 (d, 3H), 1.08 (m, 2H), 0.56 (m, 2H).

Aufarbeitung

  1. waitThis mixture was left
  2. concentrationfollowed by concentration in-vacuo
  3. additionThe isolated residue was treated with aq. HCl (2N, 6 ml)

Quellen und Nachweise

ORD-Eintrag
ord-e2effea10bbe433ea6023d818120c84e
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585881B2

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