تفاعل #2336518

ord-090e5247b0a549bb915a20b3649cda76

معادلة التفاعل

CCOC(=O)c1cncnc1O
Ethyl 4-hydroxypyrimidine-5-carboxylate
O.[Li][OH]
LiOH.H2O
O=C(O)c1cncnc1O
title compound 19
O=C(O)c1cncnc1O
4-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture was quenched with conc. HCl (1 mL)
  2. 2
    استخلاصextracted with EtOAc (2×20 mL)
  3. 3
    استخلاصThe combined organic extract
  4. 4
    تجفيفwas dried (MgSO4)
  5. 5
    تركيزconcentrated

الإجراء التجريبي

Ethyl 4-hydroxypyrimidine-5-carboxylate can be prepared following the procedure of M. Pesson et al., Eur. J. Med. Chem.—Chim. Ther. 1974, 9, 585. A solution of this ester (500 mg, 3 mmol) in THF (10 mL) and MeOH (5 mL) was treated with LiOH.H2O (373 mg, 8.9 mmol) and stirred overnight. The mixture was quenched with conc. HCl (1 mL) and extracted with EtOAc (2×20 mL). The combined organic extract was dried (MgSO4) and concentrated to give 260 mg of the title compound 19 as an orange solid, m.p. 220° C. (dec). 4-HYDROXY-2-METHYLPYRIMIDINE-5-CARBOXYLIC ACID (20).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE039991E1uspto-grants-2008_01