反应 #1885102

ord-d4afe6094a6a47cab4855c4d8e6fa711

反应方程式

Nc1ccc2oc(=O)[nH]c2c1
5-aminobenzo[d]oxazol-2(3H)-one
Cc1cnc(Cl)nc1Cl
2,4-dichloro-5-methylpyrimidine
CO
MeOH
Cc1cnc(Cl)nc1Nc1ccc2oc(=O)[nH]c2c1
5-(2-Chloro-5-methylpyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-one
收率 71.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Precipitate from reaction mixture
  2. 2
    过滤was collected by filtration
  3. 3
    洗涤washing with EtOAc (3 mL×2)
  4. 4
    其他was further dried in vacuo

实验过程

To a vial with 5-aminobenzo[d]oxazol-2(3H)-one (300.1 mg, 2.0 mmol) and 2,4-dichloro-5-methylpyrimidine (423.8 mg, 2.6 mmol), MeOH (8 mL) and H2O (2 mL) were added. The turbid mixture was stirred at room temperature for 64 h. Precipitate from reaction mixture was collected by filtration, washing with EtOAc (3 mL×2), and was further dried in vacuo. 5-(2-Chloro-5-methylpyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-one was obtained as an off-white solid: 394 mg (71% yield); 1H NMR (300 MHz, DMSO) δ 11.68 (br s, 1H), 8.62 (s, 1H), 7.94 (d, J=0.8, 1H), 6.97 (d, J=2.0, 1H), 6.82 (d, J=8.1, 1H), 6.74 (dd, J=2.0, 8.1, 1H), 2.15 (s, 3H); LCMS (M+) m/z 277.10.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08343954B2uspto-grants-2013_01