3-(Pyridin-2-yl)phenol → Methyl 4-[(1S)-1-({[5-chloro-2-(3-pyridin-2-ylphenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoate
Reaction equation
Cl[C:2]1[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])=[CH:6][C:5]([Cl:23])=[CH:4][N:3]=1.[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:30]1[CH:31]=[C:32]([OH:36])[CH:33]=[CH:34][CH:35]=1>>[Cl:23][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[C:2]([O:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=3)[CH:31]=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 methyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 48) and 3-pyridin-2-ylphenol (Chem. Pharm. Bull. 1985, 33, 1009): 1H-NMR (CDCl3) δ 8.71–8.68 (1H, m), 8.56 (1H, d, J=2.8 Hz), 8.22 (1H, d, J=7.4 Hz), 8.13 (1H, d, J=2.8 Hz), 8.02–7.99 (2H, m), 7.92–7.81 (2H, m), 7.79–7.76 (2H, m), 7.57 (1H, t, J=7.9 Hz), 7.44 (2H, d, J=8.2 Hz), 7.30–7.20 (2H, m), 5.43–5.33 (1H, m), 3.89 (3H, s), 1.60 (3H, d, J=6.9 Hz); MS (ESI) m/z 488 (M+H)+, 486 (M−H)−.
Sources & evidence
- ORD record
- ord-04cd6417906e4a3ba9137465c7775653
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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