Methyl iodide → 7-Amino-4-methylthiopyrido[4,3-d]pyrimidine

HRID 1386152

Reaktionsgleichung

Reaktionsgleichung von HRID 1386152
[CH3:1]CN(CC)CC.[NH2:8][C:9]1[N:18]=[CH:17][C:16]2[C:15](=[S:19])[NH:14][CH:13]=[N:12][C:11]=2[CH:10]=1.CI>CS(C)=O>[NH2:8][C:9]1[N:18]=[CH:17][C:16]2[C:15]([S:19][CH3:1])=[N:14][CH:13]=[N:12][C:11]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 178507216HCID 178507216, Verbindung

Produkt 1

HCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidineAusbeute 68,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

NEt3 (6 mL, 43 mmol) is added to a solution of 7-amino-4-thiono-3H-pyrido[4,3-d]pyrimidine (0.77 g, 4.3 mmol) in DMSO (7 mL) stirred under N2 at 250C. After the two phases have been stirred for 20 min, MeI (0.26 mL, 4.2 mmol) is added. After 2 h, the reaction mixture is poured onto stirring ice-water. Solid forms instantly. After further cooling at 0° C., the solid is collected by suction filtration and dried in a vacuum oven to give 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (0.564 g, 68%). 1H NMR (DMSO) δ 8.98 (1H, s), 8.71 (1H, s), 6.94 (2H, brs), 6.49 (1H, s) 2.63 (3H, s)

Aufarbeitung

  1. waitAfter 2 h
  2. additionthe reaction mixture is poured
  3. filtrationthe solid is collected by suction filtration
  4. customdried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-54265f70a7604630bd4363f0095a8374
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265410B1

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