Water → HCID 54353867, compound
Reaction equation
Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]2[CH:12]2[CH2:14][CH2:13]2)=[CH:4][C:3]=1[F:19].Cl.Cl.[C:22]([O:26][N:27]=[C:28]1[CH:32]([CH2:33][NH2:34])[CH2:31][NH:30][CH2:29]1)([CH3:25])([CH3:24])[CH3:23].N12CCCN=C1CCCCC2.O>C(#N)C>[NH2:34][CH2:33][CH:32]1[CH2:31][N:30]([C:2]2[N:11]=[C:10]3[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]3[CH:12]3[CH2:14][CH2:13]3)=[CH:4][C:3]=2[F:19])[CH2:29][C:28]1=[N:27][O:26][C:22]([CH3:25])([CH3:24])[CH3:23]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
141 mg (0.5 mmole) of 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid and 143 mg (0.55 mmole) of 4-aminomethyl-pyrrolidin-3-one t-butyloxime dihydrochloride were thoroughly suspended in 2.5 ml of acetonitrile. Then, 230 mg (1.5 mmole) of 1,8-diazabicyclo[5.4.0]undec-7-ene was slowly added dropwise thereto. The reaction mixture was stirred for 30 minutes at room temperature, and after adding 1 ml of water, was then vigorously stirred for 10 minutes and filtered. The filtered solid product was successively washed with acetonitrile-water (4:1 v/v, 2 ml) and acetonitrile (2 ml×2) and then with ether and dried to obtain 132 mg (Yield: 61%) of the title compound.
Workup
- stirringwas then vigorously stirred for 10 minutes
- filtrationfiltered
- washThe filtered solid product was successively washed with acetonitrile-water (4:1 v/v, 2 ml) and acetonitrile (2 ml×2)
- dry with materialwith ether and dried
Sources & evidence
- ORD record
- ord-1043b7d1f014427d9a151209e1afb4e9
- Source dataset
- uspto-grants-1999_02
- Patent number
- US05869670
Reaction notes
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