反応 #165833

反応方程式

[[3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbonyl]amino]thiourea

→

sub-title compound

収率 86.1%

5-[3-amino-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]-1,3,4-oxadiazol-2-amine

収率 86.1%

溶媒

DCE

EDC

反応条件

後処理

1. 1
   温度the reaction mixture heated
2. 2
   温度at reflux for 22 h
3. 3
   その他The solvent was removed in vacuo
4. 4
   その他the residue partitioned between EtOAc and water
5. 5
   抽出The aqueous layer was extracted with EtOAc (3×10 mL)
6. 6
   ろ過the combined organic extracts dried MgSO4, filtered
7. 7
   濃縮concentrated in vacuo

実験手順

EDC (109.3 mg, 0.5704 mmol) was added to a stirred suspension of [[3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbonyl]amino]thiourea (150 mg, 0.3803 mmol) in DCE (3.000 mL) and the reaction mixture heated at reflux for 22 h. The solvent was removed in vacuo and the residue partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (3×10 mL) and the combined organic extracts dried MgSO4, filtered and concentrated in vacuo to give the sub-title compound as a yellow solid (118 mg, 86%) 1H NMR (400 MHz, DMSO) d 1.19 (d, 6H), 3.45 (dt, 1H), 7.65-7.80 (m, 4H), 7.95 (d, 2H), 8.26 (d, 2H) and 8.89 (s, 1H) ppm; MS (ES+) 361.0

出典