Hydrazine hydrate (1:1) → HCID 77014396, compound
Reaction equation
FC(F)(F)C(O)=O.O=C1C2C(=CC=CC=2)C(=O)[N:10]1[CH2:19][C:20]1[S:24][C:23]([NH:25][C:26]2[CH:27]=[C:28]([CH:44]=[CH:45][CH:46]=2)[CH2:29][NH:30][C:31]2[C:40]3[C:35](=[C:36]([C:41]([NH2:43])=[O:42])[CH:37]=[CH:38][CH:39]=3)[N:34]=[CH:33][N:32]=2)=[N:22][CH:21]=1.O.NN>C(O)C>[NH2:10][CH2:19][C:20]1[S:24][C:23]([NH:25][C:26]2[CH:27]=[C:28]([CH:44]=[CH:45][CH:46]=2)[CH2:29][NH:30][C:31]2[C:40]3[C:35](=[C:36]([C:41]([NH2:43])=[O:42])[CH:37]=[CH:38][CH:39]=3)[N:34]=[CH:33][N:32]=2)=[N:22][CH:21]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
24 mg (0.04 mmol) 4-{3-[5-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-thiazol-2-ylamino]-benzylamino}-quinazoline-8-carboxylic acid amide trifluoroacetic acid salt were dissolved in 1 ml ethanol and treated with 10 μl (0.21 mmol) hydrazine hydrate. The mixture was stirred overnight at 50° C. in a closed vessel. Additional 40 μl hydrazine hydrate were added and the mixture was stirred at 60° C. for 24 h. The reaction mixture was evaporated and the crude product was purified using preparative HPLC. The product was treated with HCl in methanol and concentrated in the SpeedVac.