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

HRID 1808154Notes

Reaction equation

HRID 1808154 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-0075686f056c48449cedd30c761b73c3
Source dataset
uspto-grants-2013_01
Patent number
US08357711B2

Reaction notes

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