Trifluoroacetic acid → HCID 86708651, compound
Reaction equation
C(O)(C(F)(F)F)=O.C(OC([NH:15][C:16]1[C:17]([Cl:38])=[C:18]([CH:33]=[C:34]([C:36]#[N:37])[CH:35]=1)[CH2:19][N:20]1[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]1)=O)(C)(C)C>C(Cl)Cl>[NH2:15][C:16]1[CH:35]=[C:34]([CH:33]=[C:18]([CH2:19][N:20]2[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]2)[C:17]=1[Cl:38])[C:36]#[N:37]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
TFA (1.0 mL) was added to a solution of tert-butyl 4-(3-((tert-butoxycarbonyl)amino)-2-chloro-5-cyanobenzyl)piperazine-1-carboxylate (59 mg, 0.13 mmol) in DCM (1.0 mL) at room temperature. After 1 hr, the solvent was removed and the residue was dissolved in MeOH and applied onto an SCX column. This was washed with MeOH and the product was eluted with 2N NH3 in MeOH to give 3-amino-4-chloro-5-(piperazin-1-ylmethyl)benzonitrile (22 mg) as oil.