Sodium Hydroxide → HCID 67021010, compound

HRID 735441Notes

Reaction equation

HRID 735441 reaction equation
[CH3:1][C:2]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[C:12]2[C:7]([C:8]([C:21](OC)=[O:22])=[CH:9][CH:10]=[CH:11]2)=[N:6]1.[Al].[Li].[H-].[OH-].[Na+].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1.O>[CH3:1][C:2]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)=[C:12]2[C:7]([C:8]([CH2:21][OH:22])=[CH:9][CH:10]=[CH:11]2)=[N:6]1

Participants

8

Reactant 5

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 166653HydrideHCID 11696743HCID 11696743, compoundHCID 16211445Aluminum;lithium

Product 1

HCID 67021010HCID 67021010, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-(2,4-dimethylbenzyl)-3-(4-fluorophenyl)-2H-indazole-7-carboxylate (0.100 g, 0.25 mmol) and lithium aluminum (0.1 g, 0.25 mmol) in 5 mL THF was stirred at ambient temperature for 1 hour. Excess hydride was decomposed by the addition of 0.1 mL H2O, 0.1 mL 1N NaOH, 0.3 mL H2O and 100 mg of Na2SO4. The solids were filtered and the filtrate concentrated in vacuo to give 0.09 g of product as a light yellow solid.

Workup

  1. filtrationThe solids were filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-b736df336bb04641b9ffe336443096c1
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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