(4-{3-[3-Bromo-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methylphenoxy)-acetic acid methyl ester → HCID 24752739, Verbindung

HRID 548561Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 548561
C[O:2][C:3](=[O:33])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]#[C:15][C:16]2[CH:21]=[C:20]([C:22]#[C:23][CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:19]=[C:18]([Br:31])[CH:17]=2)=[CH:8][C:7]=1[CH3:32]>C(O)C.[OH-].[Na+]>[Br:31][C:18]1[CH:17]=[C:16]([C:15]#[C:14][CH2:13][O:12][C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:33])=[O:2])=[C:7]([CH3:32])[CH:8]=2)[CH:21]=[C:20]([C:22]#[C:23][CH2:24][N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[CH:19]=1

Komponenten

4

Edukt 1

HCID 67157848(4-{3-[3-Bromo-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methylphenoxy)-acetic acid methyl ester

Produkt 1

HCID 24752739HCID 24752739, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of (4-{3-[3-bromo-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acid methyl ester (45 mg, 0.088 mmol) in ethanol (5 ml) and 1N NaOH (0.5 ml) was stirred at 75° C. for 30 min. The reaction mixture was evaporated and the residue dissolved in water (2 ml). Aqueous 1N HCl (0.6 ml) was added and the mixture was extracted with methylene chloride (3×15 ml). The combined organic phases were dried and evaporated to give the title compound in 44 mg (99%) yield.

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. dissolutionthe residue dissolved in water (2 ml)
  3. additionAqueous 1N HCl (0.6 ml) was added
  4. extractionthe mixture was extracted with methylene chloride (3×15 ml)
  5. customThe combined organic phases were dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-fd402e18b2a843bcb19abff930409975
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943612B2

Notizen zur Reaktion

Wird geladen…