2-(2-Aminobenzoyl)pyridine → [1-(3,3-Dimethyl-2-oxo-butyl)-2-oxo-5-pyridin-2-yl-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetic acid
Reaction equation
[CH:1]1([C:7]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]([CH2:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C:10](=[O:25])[N:9]([CH2:26][C:27]([OH:29])=[O:28])[N:8]=2)C[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:30]C1C=CC=CC=1C(C1C=CC=CN=1)=O.NC1C=CC=CC=1C(C1CCCCC1)=O>>[CH3:22][C:20]([CH3:21])([CH3:23])[C:19](=[O:24])[CH2:18][N:11]1[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][N:30]=2)=[N:8][N:9]([CH2:26][C:27]([OH:29])=[O:28])[C:10]1=[O:25]Participants
4
Reactant 3
Product 1
Procedure
[1-(3,3-Dimethyl-2-oxo-butyl)-2-oxo-5-pyridin-2-yl-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetic acid was prepared using steps a-d of the method employed in the preparation of [5-cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetic acid (Example 1, step d), except that (2-amino-phenyl)-pyridin-2-yl-methanone (G. Semple, et. al. Synth. Commun., (1996), 26, 721) was used in step a instead of (2-amino-phenyl)-cyclohexyl-methanone. 1H NMR (DMSO-d6) 12.50 (1H, br s), 8.57 (1H, m), 7.94 (2H, m), 7.50 (2H, m), 7.16 (3H, m), 4.78 (2H, s), 4.25 (2H, br s), 1.15 (9H, s).
Sources & evidence
- ORD record
- ord-24f18c8a64cd43f091292fb07787b949
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07524837B2
Reaction notes
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