4-Amino-2-methyl-5-pyrimidinemethanamine → HCID 54724214, Verbindung

HRID 1831992

Reaktionsgleichung

Reaktionsgleichung von HRID 1831992
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])O[C:4](=[O:9])[CH:3]=1.[NH2:10][C:11]1[C:16]([CH2:17][NH2:18])=[CH:15][N:14]=[C:13]([CH3:19])[N:12]=1>O>[NH2:10][C:11]1[C:16]([CH2:17][N:18]2[C:6]([CH3:8])=[CH:7][C:2]([OH:1])=[CH:3][C:4]2=[O:9])=[CH:15][N:14]=[C:13]([CH3:19])[N:12]=1

Komponenten

4

Edukt 2

HCID 667624-Amino-2-methyl-5-pyrimidinemethanamineHCID 546757574-Hydroxy-6-methyl-2-pyrone

Produkt 1

HCID 54724214HCID 54724214, VerbindungAusbeute 58,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-hydroxy-6-methyl-2-pyrone (0.9 g, 0.007 mol) and 4-amino-5-aminomethyl-2-methylpyrimidine (1.0 g, 0.007 mol) in water (10.0 ml) was heated at 100° C. for 1 h under argon atmosphere. The reaction mixture was cooled, and filtered the yellow precipitate. It was washed successively with cold water, ethanol, and dried in vacuo to afford the title compound (1.01 g, 51%) as a pale yellow powder: 1H NMR (DMSO-d6/400 MHz) δ 7.62 (s, 1H), 7.04 (s, 1H), 5.83 (d, 1H, J=2.0 Hz), 5.58 (d, 1H, J=2.0 Hz), 4.92 (s, 2H), 2.24 (s, 3H), and 2.22 (s, 3H); ES-HRMS m/z 325.0304 (M+H C12H14N4O2Br requires 325.0295). Step 2 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-bromo-4-hydroxy-6-methylpyridin-2(1H)-one

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered the yellow precipitate
  3. washIt was washed successively with cold water, ethanol
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3dba739c2a4d4cffbeddd87551f97052
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07067540B2

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