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Sodium Hydroxide → 4-{2-[5-(2-Methoxy-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acid

HRID 14597
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 14597
C[O:2][C:3]([C:5]1[C:9]([NH:10][C:11](=[O:28])[CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[CH:16][N:15]=2)=[CH:8][S:7][CH:6]=1)=[O:4].[OH-].[Na+]>C(O)C>[CH3:27][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:11]([NH:10][C:9]2[C:5]([C:3]([OH:4])=[O:2])=[CH:6][S:7][CH:8]=2)=[O:28])=[N:15][CH:16]=1
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 686883444-[2-[5-(2-Methoxy-phenyl)-pyridin-2-yloxy]-acetylamino]-thiophene-3-carboxylic acid methyl ester

Produkt 1

HCID 160680454-{2-[5-(2-Methoxy-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acidAusbeute 88,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 4-{2-[5-(2-methoxy-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acid methyl ester (93 mg, 0.233 mmol) in ethanol (10 mL) was added a solution of sodium hydroxide (1N, 0.47 mL, 0.47 mmol) and the reaction was stirred at room temperature for 2 days. After such time the reaction mixture was filtered through glass wool and the filtrate was then neutralized by addition of a solution of hydrochloric acid (1N, 0.46 mL). Additional water was added to the solution (in excess of 10 mL) before the precipitate was isolated by filtration, washed with water and dried in vacuo to yield the title compound as a white solid (79 mg, 88%).

Aufarbeitung

  1. filtrationAfter such time the reaction mixture was filtered through glass wool
  2. additionthe filtrate was then neutralized by addition of a solution of hydrochloric acid (1N, 0.46 mL)
  3. additionAdditional water was added to the solution (in excess of 10 mL) before the precipitate
  4. customwas isolated by filtration
  5. washwashed with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-24b71ded492e46158a383d3f9b9c939a
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07732452B2

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