Acetic Acid → HCID 178432186, compound

HRID 1699829Notes

Reaction equation

HRID 1699829 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].[H-].[Na+].[C:29]([OH:32])(=[O:31])[CH3:30]>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:30]([C:29]([OH:32])=[O:31])=[CH:12][CH:13]=2

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 22387933HCID 22387933, compound

Product 1

HCID 178432186HCID 178432186, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

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 acid (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 hydride. 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. temperatureby reflux
  4. temperatureunder heating for 10 hr
  5. temperatureThe reaction mixture was cooled
  6. filtrationcrystals were collected by filtration

Sources & evidence

ORD record
ord-eedfaf468a114aa284a677dc94be2c6d
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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