Ethanol → HCID 53899820, compound
Reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:25])=[C:11]([N:14]4[CH2:21][C:20](=[N:22][O:23][CH3:24])[C:16]5([CH2:19][NH:18][CH2:17]5)[CH2:15]4)[N:12]=3)[C:7](=[O:26])[C:6]([C:27]([OH:29])=[O:28])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:30](O)C.C([BH3-])#N.[Na+]>C(O)(=O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:25])=[C:11]([N:14]4[CH2:21][C:20](=[N:22][O:23][CH3:24])[C:16]5([CH2:19][N:18]([CH3:30])[CH2:17]5)[CH2:15]4)[N:12]=3)[C:7](=[O:26])[C:6]([C:27]([OH:29])=[O:28])=[CH:5]2)[CH2:2][CH2:3]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
300 mg of 1-Cyclopropyl-6-fluoro-7-[8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid was added to 10 ml of ethanol, and thereto 0.2 ml of acetic acid was dropped and 42 mg of p-formaldehyde was added. The mixture was stirred at room temperature for 30 minutes, and thereto 85 mg of sodium cyanoborohydride was added. It was stirred at room temperature for 2 hours. The resulting precipitate was filtered and dried to give 260 mg of the titled compound(yield: 83.7%).
Workup
- stirringIt was stirred at room temperature for 2 hours
- filtrationThe resulting precipitate was filtered
- customdried
Sources & evidence
- ORD record
- ord-11f2557249ad4674819a7167599710f6
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06313299B1
Reaction notes
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