반응 #57373

반응 방정식

cyclopentyl isocyanide

2-aminopyrazine

NaCl

perchloric acid

5-phenylethynyl-thiophene-2-carbaldehyde

→

cyclopentyl-[2-(5-phenylethynyl-thiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-amine

수율 47.0%

용매

MeOH

MeOH

MeOH

DCM

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at RT for a further 45 min
2. 2
   기타The phases were separated
3. 3
   추출the aq. phase was extracted with DCM (2×3 ml)
4. 4
   건조The collected organic phases were dried over MgSO4
5. 5
   여과filtered
6. 6
   기타evaporated under a vacuum
7. 7
   기타The group was purified by means of preparative HPLC

실험 절차

10 μl (0.022 mmol) of 20% aq. perchloric acid, a solution of 31.8 mg (0.15 mmol) of 5-phenylethynyl-thiophene-2-carbaldehyde in a mixture of MeOH and DCM (0.5 ml, 1:1 vol/vol) and a solution of 11.1 mg (0.115 mmol) of cyclopentyl isocyanide in MeOH (0.5 ml) were added in succession to a solution of 9.5 mg (0.1 mmol) of 2-aminopyrazine in MeOH (1 ml). The reaction solution was stirred at RT for 36 h and then combined with sat. aq. NaCl solution (3 ml) and stirred at RT for a further 45 min. The phases were separated and the aq. phase was extracted with DCM (2×3 ml). The collected organic phases were dried over MgSO4, filtered and evaporated under a vacuum. The group was purified by means of preparative HPLC, wherein 18 mg (0.047 mmol, 47%) of cyclopentyl-[2-(5-phenylethynyl-thiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-amine were obtained.

출처