Lithium Hydroxide → HCID 178436698, compound

HRID 1880410Notes

Reaction equation

HRID 1880410 reaction equation
C[N:2]1[C:10]2[C:5](=[CH:6][C:7]([C:13]([OH:15])=[O:14])=[CH:8][C:9]=2[CH2:11][CH3:12])[C:4]([CH3:16])=[N:3]1.[Li+].[OH-]>CCO>[CH2:11]([C:9]1[CH:8]=[C:7]([C:13]([OH:15])=[O:14])[CH:6]=[C:5]2[C:10]=1[NH:2][N:3]=[C:4]2[CH3:16])[CH3:12]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66920659methyl 7-ethyl-3-methyl-1H-indazole-5-carboxylic acid

Product 1

HCID 178436698HCID 178436698, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 7-ethyl-3-methyl-1H-indazole-5-carboxylic acid (240 mg, 1.10 mmol) in EtOH (13 mL) was added 1 M LiOH (2.2 mL). The mixture was heated overnight at reflux and cooled to room temperature. The solvents were removed under reduced pressure and the resultant material was suspended in 1 N HCl. The solids were isolated by vacuum filtration, washed with water, dried at 45° C. under vacuum to afford the title compound (154 mg, 69%) containing ˜10% of des-methyl material.

Workup

  1. temperatureThe mixture was heated overnight
  2. temperatureat reflux
  3. customThe solvents were removed under reduced pressure
  4. customThe solids were isolated by vacuum filtration
  5. washwashed with water
  6. customdried at 45° C. under vacuum

Sources & evidence

ORD record
ord-e074668e7a604dbba6ee48c459a1bd78
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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