4-Chloro-3-(trifluoromethyl)benzoic acid → HCID 24984142, compound

HRID 2101880Notes

Reaction equation

HRID 2101880 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].[C:15]([C:17]1[C:18]([C:31]([F:34])([F:33])[F:32])=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([CH2:26][C:27](=[NH:30])[NH:28]O)[CH:21]=[CH:20]2)#[N:16]>CC#N>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[O:8][N:30]=[C:27]([CH2:26][N:22]3[C:23]4[C:19](=[C:18]([C:31]([F:34])([F:32])[F:33])[C:17]([C:15]#[N:16])=[CH:25][CH:24]=4)[CH:20]=[CH:21]3)[N:28]=2)=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12]

Participants

4

Reactant 2

HCID 27738574-Chloro-3-(trifluoromethyl)benzoic acidHCID 178509476HCID 178509476, compound

Product 1

HCID 24984142HCID 24984142, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Chloro-3-(trifluoromethyl)benzoic acid (0.016 g, 0.071 mmol) and CDl (0.012 g, 0.071 mmol) were combined in in CH3CN (3 mL). 2-[5-Cyano-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (0.020 g, 0.071 mmol) was added after 5 min. After stirring at rt for 1 h, the reaction was heated at 150° C. in a microwave for 10 min. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.022 g): MS (ESI): m/z 471 (M+1).

Workup

  1. temperaturethe reaction was heated at 150° C. in a microwave for 10 min
  2. customPurification (SiO2, EtOAc/hexanes)

Sources & evidence

ORD record
ord-c71fb877ff26478fa33a4923694f023d
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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