반응 #165833

반응 방정식

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

→

sub-title compound

수율 86.1%

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

수율 86.1%

용매

DCE

EDC

반응 조건

후처리

1. 1
   온도the reaction mixture heated
2. 2
   온도at reflux for 22 h
3. 3
   기타The solvent was removed in vacuo
4. 4
   기타the residue partitioned between EtOAc and water
5. 5
   추출The aqueous layer was extracted with EtOAc (3×10 mL)
6. 6
   여과the combined organic extracts dried MgSO4, filtered
7. 7
   농축concentrated in vacuo

실험 절차

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

출처