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

HRID 1808153Notes

Reaction equation

HRID 1808153 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-698c2660e809466c887e6555b924a85c
Source dataset
uspto-grants-2013_01
Patent number
US08357711B2

Reaction notes

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