Hydrochloric Acid → HCID 23074626, compound

HRID 730417Notes

Reaction equation

HRID 730417 reaction equation
[CH:1]([N:14]1[C:18]2=[N:19][C:20]([CH3:24])=[CH:21][C:22]([CH3:23])=[C:17]2[C:16]([C:25]#[N:26])=[C:15]1/[CH:27]=[CH:28]/[C:29]([O:31]CC)=[O:30])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].O.Cl>C(O)C.C1COCC1>[CH:1]([N:14]1[C:18]2=[N:19][C:20]([CH3:24])=[CH:21][C:22]([CH3:23])=[C:17]2[C:16]([C:25]#[N:26])=[C:15]1/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86760948HCID 86760948, compound

Product 1

HCID 23074626HCID 23074626, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl (2E)-3-(1-benzhydryl-3-cyano-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl)propenoate (1.52 g, 3.59 mmol) in ethanol (14 ml) and THF (10 ml) was added a 1 N aqueous sodium hydroxide solution (7.2 ml) and the mixture was stirred at room temperature for 7 hours. The reaction solution was poured into water, neutralized with 1 N hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to give the objective product as a solid material.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-031bc269c1324a2cb80a90e8582cd71c
Source dataset
uspto-grants-2009_09
Patent number
US07582651B2

Reaction notes

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