Phosphorus oxychloride → Methyl 4-((2-amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxybenzoate

HRID 1617153

Reaktionsgleichung

Reaktionsgleichung von HRID 1617153
[NH2:1][C:2]1[N:7]=[C:6](O)[C:5]([CH2:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][C:11]=2[O:20][CH3:21])=[C:4]([CH3:22])[N:3]=1.P(Cl)(Cl)([Cl:25])=O>>[NH2:1][C:2]1[N:7]=[C:6]([Cl:25])[C:5]([CH2:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][C:11]=2[O:20][CH3:21])=[C:4]([CH3:22])[N:3]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178497678HCID 178497678, Verbindung

Produkt 1

HCID 86633398Methyl 4-((2-amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxybenzoate

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The product from step (ii) (8.6 g) was added to phosphorous oxychloride (50 ml) and the resulting suspension stirred at 100° C. for 15 h. The reaction mixture was allowed to cool and the phosphorous oxychloride evaporated under reduced pressure. The residue was diluted with water (100 mL) and the suspension adjusted to pH 7 with NaHCO3. The mixture was heated at 50° C. for 1 h and allowed to cool. The solid was collected by filtration, washed with water, EtOAc and dried under vacuum to give the subtitle compound 9.05 g.

Aufarbeitung

  1. temperatureto cool
  2. customthe phosphorous oxychloride evaporated under reduced pressure
  3. additionThe residue was diluted with water (100 mL)
  4. temperatureThe mixture was heated at 50° C. for 1 h
  5. temperatureto cool
  6. filtrationThe solid was collected by filtration
  7. washwashed with water, EtOAc
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-903aad2253ce4ddc934d4863b19c0daa
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765939B2

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