Trifluoroacetic acid → HCID 178486657, compound

HRID 1526396Notes

Reaction equation

HRID 1526396 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]#[N:10])=[C:7]([O:11]CC2C=CC(OC)=CC=2)[N:6]=[CH:5][C:4]=1[C:21]1[CH:25]=[CH:24][N:23]([CH3:26])[N:22]=1.[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30]>>[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[OH:11][C:7]1[N:6]=[CH:5][C:4]([C:21]2[CH:25]=[CH:24][N:23]([CH3:26])[N:22]=2)=[C:3]([O:2][CH3:1])[C:8]=1[C:9]#[N:10]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117769810HCID 117769810, compound

Product 1

HCID 178486657HCID 178486657, compoundYield 71.6%

Procedure

A mixture of 4-methoxy-2-((4-methoxybenzyl)oxy)-5-(1-methyl-1H-pyrazol-3-yl)nicotinonitrile obtained in Step C (0.81 g) and trifluoroacetic acid (2.6 g) was stirred at room temperature for 15 min, and the solvent was evaporated under reduced pressure. To the residue was added a mixed solvent (5 mL) of isopropyl ether/ethyl acetate=1/1, and the mixture was stirred for 15 min. The precipitate was collected by filtration to give the title compound (0.57 g).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. additionTo the residue was added a mixed solvent (5 mL) of isopropyl ether/ethyl acetate=1/1
  3. stirringthe mixture was stirred for 15 min
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-6b2dd88bae664488b69248c227d92c0e
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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