2-Pyridinemethanamine → HCID 54706506, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:25])=[C:14]([C:20]([O:22]CC)=O)[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:25])=[C:14]([C:20]([NH:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[O:22])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:6][CH:7]=1Participants
3
Procedure
This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-(aminomethyl)pyridine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 12.30 (1H, br), 11.21 (1H, br), 10.20 (1H, br), 8.52 (1H, d, J=4.2 Hz), 8.26 (1H, br s), 7.75 (1H, t, J=7.6 Hz), 7.36-7.24 (5H, m), 7.15 (2H, t, J=8.9 Hz), 4.62 (2H, br m), 4.04 (2H, s); ES+ MS: 405 (M+H, 100).
Workup
- customwas obtained as a white solid
Sources & evidence
- ORD record
- ord-d393822793804036b003f84962c4554a
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691991B2
Reaction notes
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