tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate → 4-[(1S)-1-({[5-Chloro-2-(4-pyridin-4-ylphenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid
Reaction equation
Cl[C:2]1[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19]C(C)(C)C)=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])=[CH:6][C:5]([Cl:26])=[CH:4][N:3]=1.[N:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=2)=[CH:29][CH:28]=1>>[Cl:26][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:24][CH:25]=2)[CH3:12])=[O:9])[C:2]([O:39][C:36]2[CH:35]=[CH:34][C:33]([C:30]3[CH:29]=[CH:28][N:27]=[CH:32][CH:31]=3)=[CH:38][CH:37]=2)=[N:3][CH:4]=1Participants
3
Procedure
The title compound was prepared according to the procedure described in step 2 of Example 45 from tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 45) and 4-pyridin-4-ylphenol (J. Med. Chem. 2003, 46, 3709): 1H-NMR (CDCl3) δ 8.68 (2H, d, J=6.0 Hz), 8.57 (1H, d, J=2.6 Hz), 8.16 (1H, d, J=2.6 Hz), 8.10 (1H, d, J=7.9 Hz), 7.96 (2H, d, J=8.2 Hz), 7.73 (2H, d, J=8.7 Hz), 7.52 (2H, d, J=6.0 Hz), 7.41 (2H, d, J=8.2 Hz), 7.29 (2H, d, J=8.7 Hz), 5.38 (1H, m), 1.60 (3H, d, J=7.5 Hz), 1.57 (9H, s).
Sources & evidence
- ORD record
- ord-9cc6f5fc543f48989a1bf64b37fc4067
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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