1-(4-Trifluoromethylphenyl)Ethylamine → 4-[(1,2,4-Thiadiazol-5-ylamino)sulfonyl]-N-[1-[4-(trifluoromethyl)phenyl]ethyl]benzamide

HRID 401734Notes

Reaction equation

HRID 401734 reaction equation
[S:1]1[C:5]([NH:6][S:7]([C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=2)(=[O:9])=[O:8])=[N:4][CH:3]=[N:2]1.[F:19][C:20]([F:31])([F:30])[C:21]1[CH:26]=[CH:25][C:24]([CH:27]([NH2:29])[CH3:28])=[CH:23][CH:22]=1>>[S:1]1[C:5]([NH:6][S:7]([C:10]2[CH:11]=[CH:12][C:13]([C:14]([NH:29][CH:27]([C:24]3[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:30])[F:31])=[CH:26][CH:25]=3)[CH3:28])=[O:16])=[CH:17][CH:18]=2)(=[O:8])=[O:9])=[N:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 27824491-(4-Trifluoromethylphenyl)EthylamineHCID 577322144-[(1,2,4-Thiadiazol-5-ylamino)sulfonyl]benzoic acid

Product 1

HCID 577320034-[(1,2,4-Thiadiazol-5-ylamino)sulfonyl]-N-[1-[4-(trifluoromethyl)phenyl]ethyl]benzamide

Procedure

The title compound was prepared from 4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzoic acid (Preparation 29) and 1-[4-(trifluoromethyl)phenyl]ethanamine following the procedure described in Example 309. The reaction mixture was extracted from saturated sodium hydrogen carbonate into DCM and the crude product purified by preparative HPLC.

Workup

  1. extractionThe reaction mixture was extracted from saturated sodium hydrogen carbonate into DCM
  2. customthe crude product purified by preparative HPLC

Sources & evidence

ORD record
ord-4afe0ed5471e4f02bfc3311d06f68277
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Reaction notes

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