Sodium Hydroxide → 4-[[2-(5-Bromo-2-fluorophenyl)pteridin-4-yl]amino]nicotinic Acid

HRID 928266

Reaktionsgleichung

Reaktionsgleichung von HRID 928266
C[O:2][C:3](=[O:29])[C:4]1[C:9]([NH:10][C:11]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][N:19]=3)[N:14]=[C:13]([C:21]3[CH:26]=[C:25]([Br:27])[CH:24]=[CH:23][C:22]=3[F:28])[N:12]=2)=[CH:8][CH:7]=[N:6][CH:5]=1.[OH-].[Na+]>C1COCC1.CO.O>[Br:27][C:25]1[CH:24]=[CH:23][C:22]([F:28])=[C:21]([C:13]2[N:12]=[C:11]([NH:10][C:9]3[C:4]([C:3]([OH:29])=[O:2])=[CH:5][N:6]=[CH:7][CH:8]=3)[C:20]3[C:15](=[N:16][CH:17]=[CH:18][N:19]=3)[N:14]=2)[CH:26]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 577423794-[[2-(5-Bromo-2-fluorophenyl)pteridin-4-yl]amino]nicotinic Acid Methyl Ester

Produkt 1

HCID 577423744-[[2-(5-Bromo-2-fluorophenyl)pteridin-4-yl]amino]nicotinic AcidAusbeute 82,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

A solution of 4-[[2-(5-bromo-2-fluorophenyl)pteridin-4-yl]amino]nicotinic acid methyl ester 107 (200 mg, 0.439 mmol) and NaOH (44 mg, 1.10 mmol) in THF/MeOH/H2O (3:2:1, 5 mL), was stirred at room temperature for 3 h. The solvent was evaporated, and the residue dissolved in H2O, neutralized with AcOH, filtered off, and successively washed with H2O, MeOH and Ether to give 160 mg of the title product 16 as a yellow powder (LCMS analysis).

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in H2O
  3. filtrationfiltered off
  4. washsuccessively washed with H2O, MeOH and Ether

Quellen und Nachweise

ORD-Eintrag
ord-736403cc896f4faca428dd875149340e
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290502B2

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