Reacción #1704435

ord-ad4ec7d8ce0644ba867c6d46e99c837c

Ecuación de reacción

O
water
OCc1ccc(S)cc1
(4-mercaptophenyl)methanol
Cc1nc(N)nc(O)c1Br
2-amino-5-bromo-6-methylpyrimidin-4-ol
Cl
HCl
Cc1nc(N)nc(O)c1Sc1ccc(CO)cc1
subtitle compound
Cc1nc(N)nc(O)c1Sc1ccc(CO)cc1
2-Amino-5-(4-(hydroxymethyl)phenylthio)-6-methylpyrimidin-4-ol

Disolventes

Condiciones de reacción

Temperatura
155°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling the mixture
  2. 2
    FiltraciónThe precipitate was filtered
  3. 3
    Lavadowashed with water
  4. 4
    Secado50% EtOH/ether and dried

Procedimiento

A stirred mixture of (4-mercaptophenyl)methanol (6.72 g), 2-amino-5-bromo-6-methylpyrimidin-4-ol (10.76 g) and K2 CO3 (7.29 g) in ethylene glycol (120 ml) was heated at 155° C. for 9 h. After cooling the mixture was poured into water (500 ml) and neutralised with conc. HCl. The precipitate was filtered, washed with water then 50% EtOH/ether and dried to give the subtitle compound as a solid, 6.7 g. 1H NMR DMSO-d6: δ11.07 (brs, 1H); 7.18 (d, 2H); 6.99 (d, 2H); 6.87 (brs, 2H); 5.09 (s, 1H); 4.41 (s, 2H); 2.24 (s, 3H)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08765939B2uspto-grants-2014_07