tert-Butyl 3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate synthesis
- Product Name:tert-Butyl 3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate
- CAS Number:877402-43-2
- Molecular formula:C11H15F3N4O2
- Molecular Weight:292.26
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Yield:877402-43-2 100%
Reaction Conditions:
in dichloromethane at 20; for 4 h;
Steps:
Preparation of tert-Butyl 3-(Trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate.
A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (1.0 g, 5.2 mmol) in dichloromethane (20.0 mL) was treated with di-tert-butyl dicarbonate (1.36 g, 6.25 mmol). The mixture was stirred at room temperature for 4 h. After this time, the solution was concentrated to dryness to afford the crude product tert-butyl 3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (1.52 g, 100%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 4.90 (s, 2H), 4.16 (t, J = 5.4 Hz, 2H), 3.92 (t, J = 5.4 Hz, 2H), 1.50 (s, 9H); MS (ESI) m/z [M + H]+ calculated: 293.1, observed: 293
References:
Surman, Matthew D.;Chen, Ping;Avramovitch, Bianca;Haber, Kathy;Buckle, Ronald N.;Gazal, Sharon [Tetrahedron Letters,2022,vol. 106,art. no. 154058] Location in patent:supporting information