Sodium Hydroxide → HCID 11666537, compound

HRID 1754473Notes

Reaction equation

HRID 1754473 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-0325f6deca8f49e08f653c40f5b8b9bd
Source dataset
uspto-grants-2015_10
Patent number
US09169251B2

Reaction notes

Loading…