反应 #470438

ord-e704524bd7434e949b9ed94f908b0563

反应条件

温度
50°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the heating bath was removed
  2. 2
    温度maintained a constant temperature
  3. 3
    温度After cooling
  4. 4
    过滤the mixture was filtered
  5. 5
    其他evaporated to a residue which
  6. 6
    过滤The brown precipitate was filtered
  7. 7
    洗涤washed with cold water
  8. 8
    其他freeze-dried

实验过程

Sodium (356 mg, 15.5 mmol) was carefully added to ethanol (5.9 mL) to prepare sodium ethoxide solution in ethanol. The above freshly prepared sodium ethoxide in ethanol solution (3.5 mL) was added to a stirred suspension of acetamidine hydrochloride (0.91 g, 9.69 mmol). The mixture was warmed to 50° C., then the heating bath was removed and a solution of mucobromic acid (1 g, 3.87 mmol) in ethanol was added dropwise at a rate which maintained a constant temperature, followed by a further sodium ethoxide in ethanol solution (2 mL). After cooling, the mixture was filtered and evaporated to a residue which was shaken vigorously with hydrochloric acid (2 M×2.4 mL). The brown precipitate was filtered and washed with cold water, then freeze-dried to give 5-bromo-2-methylpyrimidine-4-carboxylic acid (350 mg, 42%) as a brown solid. LCMS: 218 [M+1]+, 1H NMR (400 MHz, DMSO-d6): δ 2.62 (s, 3H), 9.03 (s, 1H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08367663B2uspto-grants-2013_02