Trifluoroacetic acid → N-(4-(3-(1,2,3,6-Tetrahydropyridin-4-YL)pyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine
Reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[CH:36]=[CH:35][C:14]([O:15][C:16]2[C:21]([C:22]3[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH:23]=3)=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:13][CH:12]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:25]1[CH2:24][CH:23]=[C:22]([C:21]2[C:16]([O:15][C:14]3[CH:35]=[CH:36][C:11]([NH:10][C:2]4[S:1][C:5]5[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=5[N:3]=4)=[CH:12][CH:13]=3)=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:27][CH2:26]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Tert-butyl 4-(2-(4-(benzo[d]thiazol-2-ylamino)phenoxy)pyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate (501.9 mg) was taken up in DCM and TFA was added. Upon completion, the solvent was evaporated. The residue was taken up in DCM and loaded onto an Agilent SCX cartridge. The impurities were washed from the cartridge with DCM and MeOH. N-(4-(3-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-2-yloxy)phenyl)benzo[d]thiazol-2-amine was filtered from cartridge using 2.0M ammonia in MeOH. MS (ESI, pos. ion) m/z: 401.0 (M+1). IC50 (uM) +++++.