(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → Methyl 4-((1S)-1-{[5-cyano-2-(3-fluorophenoxy)benzoyl]amino}ethyl)benzoate
Reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)=[C:7]([CH:11]=1)[C:8]([OH:10])=O)#[N:2].Cl.[NH2:21][C@H:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH3:23]>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)=[C:7]([CH:11]=1)[C:8]([NH:21][C@H:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH3:23])=[O:10])#[N:2]Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-cyano-2-(3-fluorophenoxy)benzoic acid (step 1) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.54 (1H, s), 7.97 (2H, d, J=8.4 Hz), 7.77–7.65 (2H, m), 7.47–7.34 (3H, m), 7.04–6.80 (4H, m), 5.35 (1H, m), 3.90 (3H, s), 1.54 (3H, d, J=7.8 Hz).
Sources & evidence
- ORD record
- ord-cc244652c9504f959bc4260d5efbacc4
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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