Water → HCID 58552824, compound

HRID 520452Notes

Reaction equation

HRID 520452 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[NH2:14][C:15]1[C:23]([C:24](=[O:32])[NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](O)=[O:18].O>N1C=CC=CC=1>[O:18]=[C:17]1[O:6][C:5]([C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[C:2]([F:13])([F:12])[F:1])=[N:14][C:15]2[C:23]([C:24]([NH:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=3)=[O:32])=[CH:22][CH:21]=[CH:20][C:16]1=2

Participants

5

Reactant 3

HCID 962WaterHCID 675612-(Trifluoromethyl)benzoyl chlorideHCID 58552820HCID 58552820, compound

Product 1

HCID 58552824HCID 58552824, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-(trifluoromethyl)benzoyl chloride 24 (180 mg, 0.88 mmol) was added to a suspension of 2-amino-3-(pyridin-2-ylcarbamoyl)benzoic acid 23 (150 mg, 0.58 mmol) in pyridine (8 mL). The reaction mixture was stirred at room temperature for 12 h then poured into ice cooled H2O. The resulting precipitate was collected by filtration, rinsed with H2O, and dried under vacuum to give 25 (90 mg, 38% yield) as a white solid.

Workup

  1. additionthen poured into ice
  2. filtrationThe resulting precipitate was collected by filtration
  3. washrinsed with H2O
  4. customdried under vacuum

Sources & evidence

ORD record
ord-28ceb3985f7a45a288eed33c0fb1148e
Source dataset
uspto-grants-2016_05
Patent number
US09326986B2

Reaction notes

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