Lithium Hydroxide → HCID 86708121, compound

HRID 1497821Notes

Reaction equation

HRID 1497821 reaction equation
C[O:2][C:3]([C:5]1[C:6]([CH3:25])=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[C:8]2[N:9]([N:11]=[C:12]([NH2:14])[N:13]=2)[CH:10]=1)=[O:4].[OH-].[Li+]>C1COCC1.O>[NH2:14][C:12]1[N:13]=[C:8]2[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[CH:16]=3)=[C:6]([CH3:25])[C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]2[N:11]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86708122HCID 86708122, compound

Product 1

HCID 86708121HCID 86708121, compoundYield 61.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

To a suspension of 2-amino-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-6-carboxylic acid methyl ester (Int. 35, 1.0 g, 2.857 mmol) in THF (10 mL) and water (5 mL) was added lithium hydroxide (273 mg, 11.34 mmol) and the reaction mixture was stirred at 45° C. for 1.75 hrs. Cooled then acidified to pH 1. The resultant precipitate was collected by filtration, washing with water, to afford the title compound as a white solid (590 mg).

Workup

  1. temperatureCooled
  2. filtrationThe resultant precipitate was collected by filtration
  3. washwashing with water

Sources & evidence

ORD record
ord-3e60149975d34e91bb08ee2e6c75d159
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

Loading…