반응 #87629

반응 방정식

tert-butyl 2-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate

2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate

→

desired title product

수율 41.5%

N-(4-chloro-3-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamide

수율 41.5%

용매

DCM

DCM

TFA

반응 조건

후처리

1. 1
   기타After completion of reaction
2. 2
   기타excess of solvent was removed under reduced pressure
3. 3
   기타to obtain 0.700 g of the crude product
4. 4
   workup.ADDITIONwas added
5. 5
   workup.STIRRINGthe reaction mass was stirred at RT for 2-3 h
6. 6
   기타Excess of the solvent was removed from the reaction mass under reduced pressure
7. 7
   기타the reaction mass was quenched in ice
8. 8
   여과filtered

실험 절차

To a solution of tert-butyl 2-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate (Intermediate-53, 1.00 g, 3.63 mmol) in DCM (20 mL), 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate (step-3 of Intermediate-26, 1.30 g, 4.03 mmol) was added and the reaction mass was stirred at RT for 2 h. After completion of reaction, excess of solvent was removed under reduced pressure to obtain 0.700 g of the crude product. To a solution of obtained crude product in DCM (5.0 mL), TFA (5.0 mL) was added and the reaction mass was stirred at RT for 2-3 h. Excess of the solvent was removed from the reaction mass under reduced pressure and the reaction mass was quenched in ice and filtered to obtain 0.700 g of the desired title product. 1H NMR (300 MHz, DMSO d6): δ 4.45 (d, 1H), 7.50 (d, J=4.8 Hz, 1H), 7.65-7.68 (m, 2H), 8.85 (d, J=6.6 Hz, 2H), 8.18 (d, J=6.3 Hz, 2H), 10.05 (s, 1H), 12.69 (s, 1H); MS (m/z): 463.17 (M−H)−.

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