반응 #166298

반응 방정식

2-bromothiazole-4carboxylic acid

tert-butyl piperazine-1-carboxylate

N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride

→

compound 72

수율 92.8%

1,1-dimethylethyl 4-((2-bromo-1,3-thiazol-4-yl)carbonyl)-1-piperazinecarboxylate

수율 92.8%

용매

DCM

반응 조건

후처리

1. 1
   기타formed a clear solution
2. 2
   workup.STIRRINGthe reaction was stirred at 20° C. for 2 hours
3. 3
   농축The reaction was concentrated in vacuum
4. 4
   세척The organic layer was washed with saturated NaHCO3, water, NH4Cl
5. 5
   건조After drying the organic layer with MgSO4, it
6. 6
   농축was concentrated in vacuum

실험 절차

2-bromothiazole-4carboxylic acid (1.31 g, 6.3 mmol) was combined with tert-butyl piperazine-1-carboxylate (1.2 g, 6.3 mmol) in DCM (15 mL), and then stirred at 20° C. until it formed a clear solution. N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (1.2 g, 6.3 mmol) was then added, and the reaction was stirred at 20° C. for 2 hours. The reaction was concentrated in vacuum, before transferring it to a separation funnel with ethyl acetate. The organic layer was washed with saturated NaHCO3, water, NH4Cl, and then with brine. After drying the organic layer with MgSO4, it was concentrated in vacuum to yield compound 72 (2.2 g, 91%) as a light yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 8.16 (1H, s), 3.61 (4H, m), 3.38 (4H, m), 1.42 (9H, s) ppm; LCMS-ESI (POS), M/Z, M+1-C3H9: Found 320.0.

출처