Hydrochloric Acid → HCID 131735906, compound

HRID 2207397Notes

Reaction equation

HRID 2207397 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([C:21]2[CH:22]=[C:23]([C:27]([O:29]CC)=[O:28])[CH:24]=[N:25][CH:26]=2)[CH:7]=[C:8]([NH:10][C:11]2[N:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][N:12]=2)[CH:9]=1.Cl>CO>[CH3:3][C:4]1[CH:5]=[C:6]([C:21]2[CH:22]=[C:23]([C:27]([OH:29])=[O:28])[CH:24]=[N:25][CH:26]=2)[CH:7]=[C:8]([NH:10][C:11]2[N:16]=[C:15]([C:17]([F:20])([F:18])[F:19])[CH:14]=[CH:13][N:12]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131735907HCID 131735907, compound

Product 1

HCID 131735906HCID 131735906, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methanol (1.0 mL) and aqueous sodium hydroxide (4 M in H2O, 0.65 mL, 2.6 mmol) was added to a flask containing ethyl 5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridine-3-carboxylate (210 mg, 0.052 mmol) and the reaction was heated to 60° C. for 1 hour. The mixture was allowed to cool to room temperature, acidified (2 N HCl) and the solid was isolated by filtration to yield 5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridine-3-carboxylic acid. MS ESI calc'd for C18H14F3N4O2 [M+H]+ 375. found 375.

Workup

  1. temperatureto cool to room temperature
  2. customthe solid was isolated by filtration

Sources & evidence

ORD record
ord-1bed9f80892b465888712021a603430e
Source dataset
uspto-grants-2016_06
Patent number
US09376418B2

Reaction notes

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