Triethylamine → HCID 15676567, compound

HRID 248720Notes

Reaction equation

HRID 248720 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])=[C:4]([C:21]([F:24])([F:23])[F:22])[CH:3]=1.Cl.[CH2:26]([O:28][C:29](=[O:32])[CH2:30][NH2:31])[CH3:27].O.[OH:34][C:35]1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[CH2:26]([O:28][C:29](=[O:32])[CH2:30][NH:31][C:35](=[O:34])[C:18]1[CH:19]=[CH:20][C:12]([S:9](=[O:11])(=[O:10])[NH:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=2[C:21]([F:23])([F:24])[F:22])=[CH:13][CH:17]=1)[CH3:27]

Participants

6

Reactant 5

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 2723640Glycine ethyl ester, hydrochlorideHCID 197639992-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]benzoic acidHCID 178526939HCID 178526939, compound

Product 1

HCID 15676567HCID 15676567, compound

Procedure

Under the conditions of Example 2(a), 3.633 g (10 mmol) of 2-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]benzoic acid, 1.396 g (10 mmol) of glycine 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 analogously. The crude product is chromatographed on silica gel. The title compound is eluted with ethyl acetate.

Workup

  1. customThe crude product is chromatographed on silica gel
  2. washThe title compound is eluted with ethyl acetate

Sources & evidence

ORD record
ord-e89eb80770f14f4495d1a958ef524b05
Source dataset
uspto-grants-1993_05
Patent number
US05210290

Reaction notes

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