反応 #2336518

ord-090e5247b0a549bb915a20b3649cda76

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The mixture was quenched with conc. HCl (1 mL)
  2. 2
    抽出extracted with EtOAc (2×20 mL)
  3. 3
    抽出The combined organic extract
  4. 4
    乾燥was dried (MgSO4)
  5. 5
    濃縮concentrated

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE039991E1uspto-grants-2008_01