Sodium Hydroxide → 1-(3-(5-(3-Chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidine-3-carboxylic acid

HRID 1942717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1942717
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[S:16][C:15]([C:17]3[C:18]([CH2:32][CH3:33])=[C:19]([CH2:23][N:24]4[CH2:27][CH:26]([C:28]([O:30]C)=[O:29])[CH2:25]4)[CH:20]=[CH:21][CH:22]=3)=[N:14][N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].[OH-].[Na+]>C(O)(C)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[S:16][C:15]([C:17]3[C:18]([CH2:32][CH3:33])=[C:19]([CH:20]=[CH:21][CH:22]=3)[CH2:23][N:24]3[CH2:25][CH:26]([C:28]([OH:30])=[O:29])[CH2:27]3)=[N:14][N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:10])[CH3:11]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 58494145HCID 58494145, Verbindung

Produkt 1

HCID 584940121-(3-(5-(3-Chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 1-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate (2.78 g, 5.32 mmol) in Isopropanol (20.00 mL) and Water (10 mL) was added sodium hydroxide (0.638 g, 15.96 mmol). The mixture was stirred at rt for 51 mins. Stirring was stopped and the solution was concentrated under the reduced pressure. The residue was adjusted to pH value around 6 with HCl (1.0 M) solution, 1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidine-3-carboxylic acid (2.33 g) was collected by filtering and dried in vacuum as yellow solid.

Aufarbeitung

  1. stirringStirring
  2. concentrationthe solution was concentrated under the reduced pressure
  3. customwas collected
  4. filtrationby filtering
  5. customdried in vacuum as yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-fa6f57cb33504937931f760c4260a325
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389508B2

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