Acetonitrile → 4-Pyrimidinecarbonitrile,2-amino-6-(2-furanyl)-5-methyl-

HRID 254169

Reaktionsgleichung

Reaktionsgleichung von HRID 254169
Cl[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)[N:5]=[C:4]([NH2:14])[N:3]=1.[C:15](#[N:17])C>>[NH2:14][C:4]1[N:3]=[C:2]([C:15]#[N:17])[C:7]([CH3:8])=[C:6]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)[N:5]=1

Komponenten

3

Edukt 2

HCID 6342AcetonitrileHCID 185072434-Chloro-6-(2-furyl)-5-methylpyrimidine-2-amine

Produkt 1

HCID 668471164-Pyrimidinecarbonitrile,2-amino-6-(2-furanyl)-5-methyl-Ausbeute 65 %

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A solution of 4-chloro-6-(2-furyl)-5-methylpyrimidine-2-amine (80 mg, 0.38 mmol) in acetonitrile (4 mL) was treated with polymer supported cyamide (0.636 mg, 1.91 mmol), stirred at 140° C. in the microwave for 30 min, filtered to remove the resin and the filter cake washed with acetonitrile. The filtrate was concentrated in vacuo to give the title compound (50 mg, 65%) as off-white solid; NMR δH (400 MHz, DMSO) 2.48 (3H, s), 6.75 (1H, dd, J 1.7, 3.5 Hz), 7.04 (2H br s), 7.28 (1H, dd, J 0.7, 3.5 Hz) and 8.00 (1H, dd, J 0.7, 1.7 Hz); M/Z 201 (M=H)+; HPLC 1.1 min. (50/80).

Aufarbeitung

  1. filtrationfiltered
  2. customto remove the resin
  3. washthe filter cake washed with acetonitrile
  4. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c74d9c1988604ab2acf5b2d783e0e5bb
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875600B2

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