Water → 769971-54-2

HRID 1062576Notes

Reaction equation

HRID 1062576 reaction equation
O[C:2]1[N:7]=[C:6]2[N:8]([CH3:12])[N:9]=[C:10]([CH3:11])[C:5]2=[CH:4][C:3]=1[C:13]#[N:14].O.C1(P(Cl)([Cl:24])=O)C=CC=CC=1>>[Cl:24][C:2]1[N:7]=[C:6]2[N:8]([CH3:12])[N:9]=[C:10]([CH3:11])[C:5]2=[CH:4][C:3]=1[C:13]#[N:14]

Participants

4

Reactant 3

HCID 962WaterHCID 69990Phenylphosphonic dichlorideHCID 178433994HCID 178433994, compound

Product 1

HCID 22282145769971-54-2

Conditions

Temperature
150 °C

Procedure

6-Hydroxy-1,3-dimethylpyrazolo[5,4-b]pyridine-5-carbonitrile (2.18 g) was dissolved in phenylphosphonic dichloride, and stirred at 150° C. for 17 hours. The solution was allowed to cool to room temperature and poured into water, then extracted with ethyl acetate. The extract was washed with saturated NaHCO3 solution and dried over Na2SO4. Evaporation of the solvent gave 6-chloro-1,3-dimethylpyrazolo[5,4-b]pyridine-5-carbonitrile as a white solid.

Workup

  1. temperatureto cool to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated NaHCO3 solution
  4. dry with materialdried over Na2SO4
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-05342961fb724484ae26bde2400c01d5
Source dataset
uspto-grants-2005_11
Patent number
US06962926B2

Reaction notes

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