Reaktion #87583

Reaktionsgleichung

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

tert-butyl 2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate

→

desired product

Ausbeute 75.2%

methyl 4-(3-(2-chloro-5-((2,2,2-trifluoroacetamido)methyl)phenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)benzoate

Ausbeute 75.2%

Lösungsmittel

DCM

TFA

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe title compound was prepared
2. 2
   SonstigeThe reaction mass was quenched with water
3. 3
   Extraktionextracted with DCM
4. 4
   TrocknenThe organic layer was dried over anhydrous sodium sulphate
5. 5
   Einengenconcentrated

Vorschrift

The title compound was prepared according to the procedure described in step-1 and step-2 of Intermediate-9 by using 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate (step-3 of Intermediate-26, 1.300 g, 4.2 mmol) and tert-butyl 2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate (Intermediate-7, 1.150 g, 3.8 mmol) in TFA (5-7 mL) and DCM (40 mL). The reaction mass was quenched with water and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 1.300 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 3.84 (s, 3H), 4.44 (d, J=5.7 Hz, 2H), 7.49 (t, 1H), 7.66 (d, J=8.7 Hz, 2H), 8.04-8.13 (m, 4H), 10.07 (m, 1H), 12.69 (s, 1H); MS (m/z): 453.14 (M−H)−.

Quelle