Sodium Hydroxide → [1-(4-ethanesulfonyl-benzyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid

HRID 1254872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1254872
[OH-].[Na+].C[O:4][C:5](=[O:29])[CH2:6][C:7]1[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[CH:19][CH:18]=2)[C:8]=1[CH3:28]>C1COCC1.CO>[CH2:26]([S:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][N:9]2[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:15]3[C:7]([CH2:6][C:5]([OH:29])=[O:4])=[C:8]2[CH3:28])=[CH:18][CH:19]=1)(=[O:25])=[O:24])[CH3:27]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 67219077[1-(4-ethanesulfonyl-benzyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester

Produkt 1

HCID 11603173[1-(4-ethanesulfonyl-benzyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

1M Aqueous NaOH (1 ml) is added to a stirring solution of [1-(4-ethanesulfonyl-benzyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester (89 mg, 0.23 mmol) in 1:1 THF/MeOH (4 ml). After 1 hour the reaction is evaporated and the resulting oil is dissolved in water (8 ml) and acidified to pH 3. The resulting precipitate is collected by filtration and dried in vacuo to afford [1-(4-ethanesulfonyl-benzyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid (MH+ 373)

Aufarbeitung

  1. customAfter 1 hour the reaction is evaporated
  2. dissolutionthe resulting oil is dissolved in water (8 ml)
  3. filtrationThe resulting precipitate is collected by filtration
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d34e3c110d5c4795b73c110ccc576c81
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455645B2

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