tert-butyl 4-[(1S)-1-aminoethyl]benzoate → tert-Butyl 4-{(1S)-1-[({5-chloro-2-[(5-chloropyridin-3-yl)oxy]pyridin-3-yl}carbonyl)amino]ethyl}benzoate
Reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:19][C@H:20]([C:22]1[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[CH:24][CH:23]=1)[CH3:21]>>[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([NH:19][C@H:20]([C:22]2[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:31])([CH3:30])[CH3:32])=[O:27])=[CH:24][CH:23]=2)[CH3:21])=[O:9])[C:5]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)=[N:4][CH:3]=1Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-[(5-chloropyridin-3-yl)oxy]nicotinic acid (step 1) and tert-butyl 4-[(1S)-1-aminoethyl]benzoate (step 3 of Example 44): 1H-NMR (CDCl3) δ 8.56 (1H, d, J=2.7 Hz), 8.55–8.54 (1H, m), 8.42–8.41 (1H, m), 8.13 (1H, d, J=2.7 Hz), 7.99–7.96 (2H, m), 7.80–7.82 (1H, m), 7.58 (1H, t, J=2.3 Hz), 7.42–7.39 (2H, m), 5.42–5.31 (1H, m), 1.62–1.58 (12H, m); MS (ESI) m/z 488 (M+H)+, 486 (M−H)−.
Sources & evidence
- ORD record
- ord-1679fd5e161f4b77bd45821595f16a65
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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