Lithium Hydroxide → HCID 66803271, compound

HRID 594943Notes

Reaction equation

HRID 594943 reaction equation
[C:1]([N:5]1[C:13]2[CH2:12][CH2:11][CH:10]([C:14]([O:16]C)=[O:15])[CH2:9][C:8]=2[C:7]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>C1COCC1>[C:1]([N:5]1[C:13]2[CH2:12][CH2:11][CH:10]([C:14]([OH:16])=[O:15])[CH2:9][C:8]=2[C:7]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66804019HCID 66804019, compound

Product 1

HCID 66803271HCID 66803271, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To methyl 1-tert-butyl-3-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate (1.6 g, 5 mmol) in THF (20 mL) was added LiOH (1 M, 10 mL, 10 mmol) and the reaction was stirred at room temperature for overnight. After removal of THF, HCl (1 N) was added until pH 4 to 5. The product precipitated as white solid and was collected by filtration (1.2 g). LC-MS found 300.2 (M+H)

Workup

  1. customAfter removal of THF, HCl (1 N)
  2. additionwas added until pH 4 to 5
  3. customThe product precipitated as white solid
  4. filtrationwas collected by filtration (1.2 g)

Sources & evidence

ORD record
ord-a53b600fb8f649628ed5c4a7a5ff4baa
Source dataset
uspto-grants-2016_01
Patent number
US09242981B2

Reaction notes

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