반응 #168558

반응 방정식

TFA

Triethylamine

tert-butyl N-(5-bromo-3-ethynyl-pyrazin-2-yl)-N-tert-butoxycarbonyl-carbamate

4-(chloromethyl)-N-hydroxy-benzimidoyl chloride

4-(Chloromethyl)-N-hydroxybenzimidoyl chloride

→

5-Bromo-3-(3-(4-(chloromethyl)phenyl)isoxazol-5-yl)pyrazin-2-amine

용매

DCM

DCM

반응 조건

후처리

1. 1
   기타The reaction mixture was partitioned between DCM and water
2. 2
   추출the organic extract
3. 3
   건조was dried (MgSO4)
4. 4
   농축concentrated in vacuo
5. 5
   기타yielding an oil that
6. 6
   workup.STIRRINGthe mixture was stirred at RT for 15 min
7. 7
   농축before being concentrated in vacuo

실험 절차

Triethylamine (330.3 mg, 455.0 μL, 3.264 mmol) was added to a solution of tert-butyl N-(5-bromo-3-ethynyl-pyrazin-2-yl)-N-tert-butoxycarbonyl-carbamate (1000 mg, 2.511 mmol) and 4-(chloromethyl)-N-hydroxy-benzimidoyl chloride 6 (563.6 mg, 2.762 mmol) in DCM (7 mL). The mixture was stirred at RT overnight. The reaction mixture was partitioned between DCM and water and the organic extract was dried (MgSO4) and concentrated in vacuo yielding an oil that was dissolved in DCM (10 mL). TFA (2 mL) was added and the mixture was stirred at RT for 15 min before being concentrated in vacuo. MS (ES−) 364

출처