HCID 86606218, compound → [5-(3-Amino-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine
Reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:16][C:17]2[CH:22]=[N:21][CH:20]=[CH:19][N:18]=2)[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1>C(OCC)(=O)C.C1COCC1.[Pd]>[NH2:13][C:9]1[CH:8]=[C:7]([C:6]2[S:5][C:4]([NH:16][C:17]3[CH:22]=[N:21][CH:20]=[CH:19][N:18]=3)=[N:3][C:2]=2[CH3:1])[CH:12]=[CH:11][CH:10]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
[4-Methyl-5-(3-nitro-phenyl)-thiazol-2-yl]-pyrazin-2-yl-amine (42b) (1.079 g, 3.4 mmol) is dissolved in ethyl acetate/THF (5/1, 240 ml) and stirred at room temperature under an atmosphere of argon. The solution is then treated with 10% Pd/C (1.1 g). The reaction mixture is purged three times with nitrogen and placed under an atmosphere of hydrogen overnight. The mixture is then filtered through celite and the catalyst is washed with THF (200 ml). The solvent is removed in vacuo to leave [5-(3-amino-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine (0.351 g, 36%). MH+ (ESMS):283.5