tert-Butanol → HCID 22477388, compound

HRID 1756111Notes

Reaction equation

HRID 1756111 reaction equation
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)#[N:2].[OH-].[K+].C([OH:25])(C)(C)C>O>[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:25])[NH2:2]

Participants

5

Reactant 3

HCID 6386tert-ButanolHCID 14797Potassium HydroxideHCID 22477320HCID 22477320, compound

Product 1

HCID 22477388HCID 22477388, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(Cyanomethyl)-2-phenylpyrrolo[2,3-b]pyridine (0.37 g, 1.39 mmol), powdered KOH (0.82 g), and t-butanol (5 ml) were heated to reflux under argon for 3 h. The reaction mixture was then cooled to room temperature and diluted with deionized water (6.5 ml) to give a precipitate. The suspension was extracted with methylene chloride and filtered. The filter cake consisted of pure title compound.

Workup

  1. temperatureto reflux under argon for 3 h
  2. customto give a precipitate
  3. extractionThe suspension was extracted with methylene chloride
  4. filtrationfiltered

Sources & evidence

ORD record
ord-8b74de309a854719af7bb67fc2099f2c
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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