(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → Methyl 4-[(1S)-1-({5-chloro-2-[(5-fluoropyridin-3-yl)oxy]benzoyl}amino)ethyl]benzoate
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[C:16]([F:18])[CH:17]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[NH2:20][C@H:21]([C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH3:22]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[C:16]([F:18])[CH:17]=2)=[C:6]([CH:10]=1)[C:7]([NH:20][C@H:21]([C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH3:22])=[O:9]Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-[(5-fluoropyridin-3-yl)oxy]benzoic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.33 (1H, d, J=2.3 Hz), 8.23 (1H, d, J=2.3 Hz), 8.11 (1H, d, J=2.7 Hz), 7.95 (2H, d, J=8.2 Hz), 7.45 (1H, dd, J=8.7, 2.8 Hz), 7.38–7.25 (1H, m), 7.30 (2H, d, J=8.2 Hz), 6.95 (1H, td, J=8.9, 2.3 Hz), 6.91 (1H, d, J=8.7 Hz), 5.38–5.25 (1H, m), 3.90 (3H, s), 1.50 (3H, d, J=6.9 Hz).
Sources & evidence
- ORD record
- ord-ee00039dc7814d60bab4c2e946510e91
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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