Hydrochloric Acid → HCID 21110052, compound

HRID 1766160Notes

Reaction equation

HRID 1766160 reaction equation
[OH-].[Na+].[CH3:3][S:4]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[C:15]([C:22]([O:24]C)=[O:23])=[CH:14]2)=[CH:9][CH:8]=1)(=[O:6])=[O:5].Cl>O1CCCC1>[CH3:3][S:4]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[C:15]([C:22]([OH:24])=[O:23])=[CH:14]2)=[CH:9][CH:8]=1)(=[O:5])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21110082HCID 21110082, compound

Product 1

HCID 21110052HCID 21110052, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.6 cm3 of a 10N sodium hydroxide solution were added to methyl 1-(4-(methylsulfonyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate in 15 cm3 of tetrahydrofuran. After stirring at reflux of the solvent for 48 h, the reaction mixture was acidified with 2 cm3 of 10N hydrochloric acid and then concentrated to dryness under reduced pressure (2.7 kPa) to give 1-(4-(methylsulfonyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, characterized by LC/MS (m/z 317 [MH]+), which was used directly in the following stage.

Workup

  1. temperatureat reflux of the solvent for 48 h
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-89e3e43957324e959bb7b642b51a231d
Source dataset
uspto-grants-2007_06
Patent number
US07230007B2

Reaction notes

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