Sodium Hydroxide → 3-[(5,6-Diphenylfuro[2,3-d]pyrimidin-4-yl)amino]phenoxyacetic acid

HRID 2189084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2189084
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]2[C:14]3[C:21]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[C:20]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[O:19][C:15]=3[N:16]=[CH:17][N:18]=2)[CH:7]=1.[OH-].[Na+]>C1COCC1>[C:22]1([C:21]2[C:14]3[C:13]([NH:12][C:8]4[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=4)[O:5][CH2:4][C:3]([OH:34])=[O:2])=[N:18][CH:17]=[N:16][C:15]=3[O:19][C:20]=2[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 582802413-[(5,6-Diphenylfuro[2,3-d]pyrimidin-4-yl)amino]phenoxyacetic acid methyl ester

Produkt 1

HCID 582801903-[(5,6-Diphenylfuro[2,3-d]pyrimidin-4-yl)amino]phenoxyacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Dissolve 50 mg (0.111 mmol) of 3-[(5,6-diphenylfuro[2,3-d]pyrimidin-4-yl)amino]phenoxyacetic acid methyl ester in 2 ml of THF, add 0.33 ml of 1N sodium hydroxide solution at RT and stir at 50° C. for 1 h. Cool to RT and remove the THF under reduced pressure. Add water to the residue and then, with ice cooling, 1N hydrochloric acid. Filter off the precipitated solid, wash repeatedly with water and dry under reduced pressure. 39.4 mg (81.3% of theory) of the target compound are obtained as a white solid.

Aufarbeitung

  1. temperatureCool to RT
  2. customremove the THF under reduced pressure
  3. filtrationFilter off the precipitated solid
  4. washwash repeatedly with water
  5. customdry under reduced pressure
  6. custom39.4 mg (81.3% of theory) of the target compound are obtained as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-35dcfe3dd4e546489a9bdbaa5236f22c
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324222B2

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