Acetic Acid → HCID 178432186, compound

HRID 1072807Notes

Reaction equation

HRID 1072807 reaction equation
[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][C:5]1[C:9]2=[N:10]C(C#N)=[CH:12][CH:13]=[C:8]2[N:7](C(OCC)=O)[C:6]=1[CH3:21].[C:27]([OH:30])(=[O:29])[CH3:28]>Cl>[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][C:5]1[C:6]([CH3:21])=[N:7][C:8]2[C:9]=1[NH:10][C:28]([C:27]([OH:30])=[O:29])=[CH:12][CH:13]=2

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 22387933HCID 22387933, compound

Product 1

HCID 178432186HCID 178432186, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-(2,4-dichlorobenzyl)-5-cyano-2-methylpyrrolo[3,2-b]pyridine-1-carboxylate (180 mg) in acetic acid (1 ml) and concentrated hydrochloric acid (1 ml) was refluxed under heating. The mixture was allowed to react overnight, and concentrated hydrochloric add (1 ml) was added, which was followed by reflux under heating for 10 hr. The reaction mixture was cooled and adjusted to pH 7 with a 30% aqueous solution of sodium hydroxide. After stirring for 2 hr, crystals were collected by filtration to give the object compound (135 mg) as yellow crystals.

Workup

  1. temperatureunder heating
  2. customto react overnight
  3. concentrationconcentrated hydrochloric
  4. additionadd (1 ml)
  5. additionwas added
  6. temperatureby reflux
  7. temperatureunder heating for 10 hr
  8. temperatureThe reaction mixture was cooled
  9. filtrationcrystals were collected by filtration

Sources & evidence

ORD record
ord-4bc925be1cb5422f9a8b012c102b7955
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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