Sodium Hydroxide → HCID 11666537, compound

HRID 1254865Notes

Reaction equation

HRID 1254865 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:25])[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[N:18]([CH3:23])[N:19]=[C:20]([CH3:22])[CH:21]=2)[C:8]=1[CH3:24]>C1COCC1.CO>[CH3:23][N:18]1[C:17]([CH2:16][N:9]2[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:15]3[C:7]([CH2:6][C:5]([OH:25])=[O:4])=[C:8]2[CH3:24])=[CH:21][C:20]([CH3:22])=[N:19]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67219019HCID 67219019, compound

Product 1

HCID 11666537HCID 11666537, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

1M Aqueous NaOH (0.5 mL) is added to a stirring solution of [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester (29 mg, 0.09 mmol) in 1:1 THF/MeOH (2 mL). After 18 hours, the reaction is evaporated and the residue dissolved in water. The aqueous solution is acidified to pH 1, and the resulting precipitate collected by filtration to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid; MH+=299.

Workup

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

Sources & evidence

ORD record
ord-7f955a7f7dc94d0ba153154f23277a42
Source dataset
uspto-grants-2013_06
Patent number
US08455645B2

Reaction notes

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