Cycloheptylamine → HCID 54702861, compound
Reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][N:10]=2)[NH:5][C:4](=[O:19])[C:3]=1[C:20](OCC)=[O:21].[CH:25]1([NH2:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH:25]1([NH:32][C:20]([C:3]2[C:4](=[O:19])[NH:5][C:6]3[C:11]([C:2]=2[OH:1])=[N:10][CH:9]=[C:8]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=3)=[O:21])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1Participants
3
Procedure
This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and cycloheptylamine employing methods similar to those described in Example 2 and was obtained as a white solid; 1H NMR (d6-DMSO) δ 10.75 (1H, br), 8.23 (1H, s), 7.38 (1H, s), 7.35-7.20 (5H, m), 4.04 (2H, s), 4.00 (1H, m), 1.88-1.34 (12H, m); HRMS calcd for C23H25N3O3+H+: 392.1974. Found: 392.1956.
Workup
- customwas obtained as a white solid
Sources & evidence
- ORD record
- ord-cad733b7dd294c878da29c0ea75fdf4a
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691991B2
Reaction notes
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