Triethylamine → 3-[4-[N-(4-Fluoro-3-trifluoromethylphenyl)sulfamoyl]benzoylamino]propionic Acid Ethyl Ester
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2C(O)=O)(=[O:11])=[O:10])=[CH:4][C:3]=1[C:21]([F:24])([F:23])[F:22].Cl.[CH2:26]([O:28][C:29](=[O:33])[CH2:30][CH2:31][NH2:32])[CH3:27].O.[OH:35][C:36]1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[CH2:26]([O:28][C:29](=[O:33])[CH2:30][CH2:31][NH:32][C:36](=[O:35])[C:18]1[CH:17]=[CH:13][C:12]([S:9](=[O:10])(=[O:11])[NH:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[C:3]([C:21]([F:24])([F:23])[F:22])[CH:4]=2)=[CH:20][CH:19]=1)[CH3:27]Participants
6
Reactant 5
Product 1
Procedure
Under the conditions of Example 2(a), 3.633 g (10 mmol) of 2-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl]benzoic acid, 1.536 g (10 mmol) of β-alanine ethyl ester hydrochloride, 1.531 g (10 mmol) of hydroxybenzotriazole, hydrate, as well as 1.012 g (10 mmol) of triethylamine and 2.063 g (10 mmol) of dicyclohexylcarbodiimide are reacted and worked up in analogous fashion. The crude product is chromatographed on silica gel. The title compound is eluted with ethyl acetate.
Workup
- customThe crude product is chromatographed on silica gel
- washThe title compound is eluted with ethyl acetate
Sources & evidence
- ORD record
- ord-58e8d20523884b67a8e827c90e18ec2b
- Source dataset
- uspto-grants-1993_05
- Patent number
- US05210290
Reaction notes
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