Hydrazine hydrate (1:1) → HCID 68495857, compound
Reaction equation
CC1C=C(C2C=CC(C3CCNCC3)=NC=2)C=CN=1.O.[NH2:21][NH2:22].[CH:23]([N:26]1[CH2:31][CH2:30][CH:29]([C:32](=O)[CH2:33][CH:34](N2CCOCC2)[C:35]([OH:37])=O)[CH2:28][CH2:27]1)([CH3:25])[CH3:24]>CC(O)CC>[CH:23]([N:26]1[CH2:27][CH2:28][CH:29]([C:32]2[CH:33]=[CH:34][C:35](=[O:37])[NH:21][N:22]=2)[CH2:30][CH2:31]1)([CH3:24])[CH3:25]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In analogy to Wermuth et al. in J. Med. Chem. 1987, 30 (2), 246, hydrazine hydrate (10 mL) was added to a solution of 4-(1-isopropylpiperidin-4-yl)-2-morpholin-4-yl-4-oxo-butyric acid (99.9 g, 0.25 mol) in 2-butanol (500 mL). The reaction mixture was stirred at room temperature for 1 h followed by reflux overnight. After cooling to room temperature the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (SiO2, dichloromethane with 3% methanol followed by 5% and 7%.). Evaporation of the fractions containing the desired product yielded a yellow solid, which was used as such.