Lithium hydroxide, monohydrate → 2-(Methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylic acid

HRID 384270

Reaktionsgleichung

Reaktionsgleichung von HRID 384270
[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:12][CH2:11]2)[C:6]([C:19]([O:21]CC)=[O:20])=[CH:5][N:4]=1.O[Li].O>C1COCC1.O>[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:11][CH2:12]2)[C:6]([C:19]([OH:21])=[O:20])=[CH:5][N:4]=1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 58098733Ethyl 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylate

Produkt 1

HCID 580987872-(Methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of ethyl 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylate (crude from step 2) in THF (4 mL) was added LiOH.H2O (150 mg, 3.57 mmol) in H2O (2 mL). The mixture was stirred at room temperature overnight. THF was removed under vacuum and the residue was acidified with 1N HCl, white solids precipitated out, which were collected by filtration, dried on vacuum to give 2-(methylthio)-4-(1-phenylcyclopropylamino) pyrimidine-5-carboxylic acid (646 mg). MS 302.3 (M+H).

Aufarbeitung

  1. customTHF was removed under vacuum
  2. customprecipitated out
  3. filtrationwhich were collected by filtration
  4. customdried on vacuum

Quellen und Nachweise

ORD-Eintrag
ord-469f60f002e24906ace889bfbaca4df7
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367689B2

Verknüpfte Notizen

Wird geladen…