2-acetamido-4-(N-isopropylamino)-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine → 2-amino-4-(N-isopropylamino)-6-(4-fluorophenyl)pyrido-[3,2-d]pyrimidine

HRID 1025520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1025520
C([NH:4][C:5]1[N:6]=[C:7]([NH:22][CH:23]([CH3:25])[CH3:24])[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>ClCCl.[O-]CC.[Na+]>[NH2:4][C:5]1[N:6]=[C:7]([NH:22][CH:23]([CH3:25])[CH3:24])[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

Komponenten

4

Edukt 1

HCID 690791042-acetamido-4-(N-isopropylamino)-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine

Produkt 1

HCID 690788992-amino-4-(N-isopropylamino)-6-(4-fluorophenyl)pyrido-[3,2-d]pyrimidineAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 2723922Sodium ethoxideLösungsmittel

Versuchsvorschrift

The crude 2-acetamido-4-(N-isopropylamino)-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine of example 3 (0.5 mmol) was suspended in a mixture of dichloromethane (10 ml) and 0.5 N sodium ethoxide (10 ml). The reaction mixture was stirred for 16 hours at room temperature. The solvents were evaporated in vacuo and the crude residue was purified by preparative thin layer chromatography on silica, using a mixture of methanol and dichloromethane (in a volume ratio of 10:90) as a mobile phase providing, in a yield of 61%, the pure title compound which was characterized by its mass spectra as follows: MS (m/z): 298 ([M+H]+, 100).

Aufarbeitung

  1. customThe solvents were evaporated in vacuo
  2. customthe crude residue was purified by preparative thin layer chromatography on silica
  3. additiona mixture of methanol and dichloromethane (in a volume ratio of 10:90) as a mobile phase
  4. customproviding, in a yield of 61%

Quellen und Nachweise

ORD-Eintrag
ord-40a2ec3b4a874195beecdd7ae42d7a90
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08729089B2

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