5-(2-chloro-5-MethylpyriMidin-4-ylaMino)benzo[d]oxazol-2(3H)-one synthesis
- Product Name:5-(2-chloro-5-MethylpyriMidin-4-ylaMino)benzo[d]oxazol-2(3H)-one
- CAS Number:1236670-87-3
- Molecular formula:C12H9ClN4O2
- Molecular Weight:276.68
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Yield:1236670-87-3 71%
Reaction Conditions:
in methanol;water at 20; for 64 h;
Steps:
1
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.
References:
US2010/190770,2010,A1 Location in patent:Page/Page column 85
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