Hydrochloric Acid → 4-{(1S)-1-[({2,5-dichloro-4-[(3-chlorophenyl)(hydroxy)methyl]-3-thienyl}carbonyl)amino]ethyl}benzoic acid
Reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:31])=[C:5]([CH:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)[OH:23])[C:6]=1[C:7]([NH:9][C@H:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=1)[CH3:11])=[O:8].Cl>>[Cl:1][C:2]1[S:3][C:4]([Cl:31])=[C:5]([CH:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)[OH:23])[C:6]=1[C:7]([NH:9][C@H:10]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=1)[CH3:11])=[O:8]Participants
3
Procedure
Methyl 4-{(1S)-1-[({2,5-dichloro-4-[(3-chlorophenyl)(hydroxy)methyl]-3-thienyl}carbonyl)amino]ethyl}benzoate from Example 9, Step 1 (49.0 mg, 0.0982 mmol) was reacted under conditions similar to Example 1, Step 11. The reaction mixture was neutralized with 25% aq. NH4OAc (instead of an acidification with 1N HCl). The desired product was obtained as an off-white foam that was not further purified. MS (−ESI): m/z 482 (M−1)−.
Sources & evidence
- ORD record
- ord-fd15867f8a894bf689c0d76969bc6f77
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08969394B2
Reaction notes
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