Sodium Methoxide → 6-(4-Fluorophenyl)-4-methoxypyrido[3,2-d]pyrimidin-2-amine

HRID 1517462Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1517462
[CH3:1][O-:2].[Na+].Cl[C:5]1[C:6]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH:16]=[CH:15][C:7]=2[N:8]=[C:9]([NH:11]C(=O)C)[N:10]=1>C1COCC1>[F:25][C:22]1[CH:21]=[CH:20][C:19]([C:17]2[CH:16]=[CH:15][C:7]3[N:8]=[C:9]([NH2:11])[N:10]=[C:5]([O:2][CH3:1])[C:6]=3[N:18]=2)=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 57698346N-(4-Chloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-2-yl)acetamide

Produkt 1

HCID 576983386-(4-Fluorophenyl)-4-methoxypyrido[3,2-d]pyrimidin-2-amineAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium methoxide (0.32 mL, 0.158 mmol; 0.5 N in MeOH) was added to a solution of N-[4-chloro-6-(4-fluoro-phenyl)-pyrido[3,2-d]pyrimidin-2-yl]-acetamide (20 mg, 0.063 mmol) in THF (1.5 mL). After stirring at room temperature for 20 minutes, solvents were concentrated in vacuo and the residue was purified by RP HPLC using a C18 column with a gradient of H2O and 0.1% TFA-acetonitrile, to provide the pure title compound as a white solid (14 mg, yield 50%) which was characterised as follows: MS (m/z) 271.0 [M+H]+.

Aufarbeitung

  1. concentrationsolvents were concentrated in vacuo
  2. customthe residue was purified by RP HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5e6d90416e8a46138dd251a5b653c485
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232278B2

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