tert-butyl (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetate → HCID 24970224, compound
Reaction equation
[Br:1][C:2]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]3[N:18]=[N:19][N:20]([CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])[N:21]=3)=[N:15][CH:16]=2)[CH2:7][CH2:6]1>C(O)(C(F)(F)F)=O.O>[Br:1][C:2]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]3[N:18]=[N:19][N:20]([CH2:22][C:23]([OH:25])=[O:24])[N:21]=3)=[N:15][CH:16]=2)[CH2:7][CH2:6]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
tert-Butyl (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetate (2.50 g, 4.68 mmol) was dissolved in a mixture of TFA (11.3 mL) and water (1.3 mL). After a period of 18 h at room temperature the reaction mixture was evaporated followed by two co-evaporations with toluene. The yellow oil was dissolved in ethyl acetate (12.5 mL) and hexane (37.5 mL) was then added slowly. The resulting solid was filtered to provide (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetic acid.