(R)-tert-butyl 2-(4-(4-chlorobenzyl)-4H-1,2,4-triazol-3-yl)pyrrolidine-1-carboxylate → (R)-4-(4-chlorobenzyl)-3-(pyrrolidin-2-yl)-4H-1,2,4-triazole
Reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:11]=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2C(OC(C)(C)C)=O)=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:11]=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][NH:13]2)=[CH:4][CH:3]=1Participants
4
Procedure
De-Boc by TFA procedure: A solution of Boc-protected triazole from Example 3 (0.35 g, 0.9645 mmol) in 10 mL of TFA and 10 mL of CH2Cl2 was stirred at room temperature for 2 h. The mixture was concentrated in vacuo and then treated with saturated aqueous Na2CO3 (30 mL), extracted with CH2Cl2 (4×40 mL), dried over Na2SO4, and concentrated in vacuo. The desired product was obtained as a pale yellow oil (0.13 g, 51.3%).