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

HRID 401733Notes

Reaction equation

HRID 401733 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[O:28][C:29]([F:32])([F:31])[F:30])[CH2:23][NH2:24]>>[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[O:28][C:29]([F:30])([F:31])[F:32])[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 177506743-Fluoro-4-(trifluoromethoxy)benzylamineHCID 577322144-[(1,2,4-Thiadiazol-5-ylamino)sulfonyl]benzoic acid

Product 1

HCID 57732217N-[3-fluoro-4-(trifluoromethoxy)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-(trifluoromethoxy)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-74e2cd8c0da345bc8c4496743ee6f0b8
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Reaction notes

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