Sodium hydride → 2-Amino-4-(cyclopropylmethyloxy)-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine

HRID 1517434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1517434
C([NH:4][C:5]1[N:6]=[C:7](C2N=CNN=2)[C:8]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[CH:12]=[CH:11][C:9]=2[N:10]=1)(=O)C.[H-].[Na+].[CH:29]1([CH2:32][OH:33])[CH2:31][CH2:30]1>O1CCOCC1>[NH2:4][C:5]1[N:6]=[C:7]([O:33][CH2:32][CH:29]2[CH2:31][CH2:30]2)[C:8]2[N:14]=[C:13]([C:15]3[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=3)[CH:12]=[CH:11][C:9]=2[N:10]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 178474430HCID 178474430, Verbindung

Produkt 1

HCID 591992052-Amino-4-(cyclopropylmethyloxy)-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidineAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 2-acetamido-4-(1,2,4-triazolyl)-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine (52 mg, 0.15 mmol) in cyclopropylmethanol (1 ml) and dioxane (3 ml) was added NaH (60% dispersion in mineral oil, 0.25 mmol, 15 mg). The reaction mixture was stirred overnight at room temperature. The solvents were evaporated in vacuo, and the residue was purified by preparative TLC, the mobile phase being a methanol/dichloromethane mixture in a ratio of 10:90, yielding the pure title compound (22 mg, yield: 47%) which was characterised as follows: MS (m/z): 311 ([M+H]+, 100).

Aufarbeitung

  1. customThe solvents were evaporated in vacuo
  2. customthe residue was purified by preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-95c4a1b41f8146348e4e9172e5d932c9
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232278B2

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