Water → 6-(5-Amino-4-fluoro-2-methylphenyl)-N-(2-methoxyethyl)-7-methylpyrido[2,3-d]pyrimidin-2-amine

HRID 522729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 522729
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]2[C:20]([CH3:21])=[N:19][C:12]3[N:13]=[C:14](SC)[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:4][C:3]=1[NH2:22].[CH3:23][O:24][CH2:25][CH2:26][NH2:27].O>CN(C=O)C>[NH2:22][C:3]1[C:2]([F:1])=[CH:7][C:6]([CH3:8])=[C:5]([C:9]2[C:20]([CH3:21])=[N:19][C:12]3[N:13]=[C:14]([NH:27][CH2:26][CH2:25][O:24][CH3:23])[N:15]=[CH:16][C:11]=3[CH:10]=2)[CH:4]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 80182-MethoxyethylamineHCID 898136922-Fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)benzenamine

Produkt 1

HCID 898134956-(5-Amino-4-fluoro-2-methylphenyl)-N-(2-methoxyethyl)-7-methylpyrido[2,3-d]pyrimidin-2-amineAusbeute 85,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Treat a solution of 2-fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)benzenamine (0.300 g, 0.954 mmol) in DMF (1 mL) with 2-methoxyethanamine (0.430 g, 5.73 mmol) in a screw-capped vial and heat at 100° C. for 20 h. Cool the mixture to RT, treat with H2O and extract with EtOAc (2×). Wash the combined organics with brine, dry over Na2SO4 and concentrate to dryness to afford the title compound as a dark semi-solid (278 mg, 85% yield). MS (m/z): 342.2 (M+1).

Aufarbeitung

  1. temperatureCool the mixture to RT
  2. extractionextract with EtOAc (2×)
  3. washWash the combined organics with brine
  4. dry with materialdry over Na2SO4
  5. concentrationconcentrate to dryness

Quellen und Nachweise

ORD-Eintrag
ord-a03e5f7ebbd54f74bfc1dc48e2ee51d8
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334267B2

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