Sodium Hydroxide → HCID 23582349, compound

HRID 1254849Notes

Reaction equation

HRID 1254849 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:24])[CH2:6][C:7]1[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:16][C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[C:8]=1[CH3:23]>C1COCC1.CO>[CH3:23][C:8]1[N:9]([CH2:16][C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[C:10]2=[N:11][CH:12]=[CH:13][CH:14]=[C:15]2[C:7]=1[CH2:6][C:5]([OH:24])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67218966HCID 67218966, compound

Product 1

HCID 23582349HCID 23582349, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

1M Aqueous NaOH (0.5 mL) is added to a stirring solution of (2-methyl-1-pyridin-3-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid methyl ester (35 mg, 0.12 mmol) in 1:1 THF/MeOH (2 mL). After 2 hours, the reaction is evaporated and the residue dissolved in water. The aqueous solution is acidified to pH 3-4, and the resulting precipitate collected by filtration to furnish (2-methyl-1-pyridin-3-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid; MH+=282.

Workup

  1. customthe reaction is evaporated
  2. dissolutionthe residue dissolved in water
  3. filtrationthe resulting precipitate collected by filtration

Sources & evidence

ORD record
ord-8fa16bcb30f649bbb751db47e1fa36e3
Source dataset
uspto-grants-2013_06
Patent number
US08455645B2

Reaction notes

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