Water → HCID 178507362, compound

HRID 970679

Reaction equation

HRID 970679 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13](O)=[O:14])([O-])=O.[AlH4-].[Li+].O.[OH-].[Na+]>C1COCC1>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[CH2:13][OH:14]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 28112Lithium aluminum hydrideHCID 71446525-nitro-1H-indazole-3-carboxylic Acid

Product 1

HCID 178507362HCID 178507362, compoundYield 19.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-nitro-1H-indazole-3-carboxylic acid (500 mg, 0.002 mol) was dissolved in 50 mL THF, added lithium tetrahydroaluminate (366 mg, 0.00964 mol) in 3 portions and stirred at room temperature overnight. 65 mg (15%). Water (366 μL), 15% NaOH solution (366 μL), and water (1.1 mL) were added cautiously and the mixtured was filtered. The filtrate was concentrated under vacuum to give the product (65 mg, 15%) as an oil. m/z=160.0.

Workup

  1. filtrationthe mixtured was filtered
  2. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-620f4c73f84141379fb79a07e6e77db7
Source dataset
uspto-grants-2007_12
Patent number
US07312233B2

Linked notes

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