Réaction #2075736

Équation de réaction

2-(4-Chloro-2-fluoro-3-methoxyphenyl)-7-methyl-7H-purine-6-carboxylic acid methyl ester

HCl

ethyl acetate

→

title compound

Rendement 53.7%

6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methylaminopyrimidine-4-carboxylic acid

Rendement 53.7%

Solvants

sodium hydroxide

Conditions de réaction

Traitement

1. 1
   Températureheated
2. 2
   Températureat reflux for 2 h
3. 3
   TempératureAfter cooling
4. 4
   workup.DISSOLUTIONThe precipitated solid was dissolved
5. 5
   LavageThe combined organic phases were washed with brine
6. 6
   Autredried
7. 7
   Autreevaporated

Mode opératoire

2-(4-Chloro-2-fluoro-3-methoxyphenyl)-7-methyl-7H-purine-6-carboxylic acid methyl ester (200 mg, 0.57 mmol) was slurried in 2M sodium hydroxide (10 mL) and heated at reflux for 2 h. After cooling, the pH was adjusted to 4 with 1M HCl. The precipitated solid was dissolved by shaking the mixture with two portions of ethyl acetate (45 mL each). The combined organic phases were washed with brine, dried and evaporated to give the title compound (100 mg, 53% yield): 1HNMR (DMSO-d6) δ 7.62 (dd, 1H), 7.36 (dd, 1H), 7.05 (br s, 2H), 3.97 (m, 1H), 3.91 (s, 3H), 2.17 (s, 3H).

Source