3-Fluoro-4-(trifluoromethyl)benzylamine → N-[3-fluoro-4-(trifluoromethyl)benzyl]-4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzamide

HRID 401735

Reaction equation

HRID 401735 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]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[C:28]([F:31])([F:30])[F:29])[CH2:23][NH2:24]>>[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[C:28]([F:29])([F:30])[F:31])[CH2:23][NH:24][C:14](=[O:16])[C:13]1[CH:12]=[CH:11][C:10]([S:7]([NH:6][C:5]2[S:1][N:2]=[CH:3][N:4]=2)(=[O:8])=[O:9])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 27375673-Fluoro-4-(trifluoromethyl)benzylamineHCID 577322144-[(1,2,4-Thiadiazol-5-ylamino)sulfonyl]benzoic acid

Product 1

HCID 57732202N-[3-fluoro-4-(trifluoromethyl)benzyl]-4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzamide

Procedure

The title compound was prepared from 4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzoic acid (Preparation 29) and 3-fluoro-4-(trifluoromethyl)benzylamine 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-07057a4a540c421d95d7e96485eb3b84
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Linked notes

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