2-Chlorothiophene → HCID 86639726, compound

HRID 1891303Notes

Reaction equation

HRID 1891303 reaction equation
S1C=CC=C1[Cl:6].[CH3:7][O:8][CH2:9][CH2:10][N:11]1[C:19]([C:20]([OH:22])=O)=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[CH:17]2)=[N:12]1>C1(C)C=CC=CC=1>[CH3:7][O:8][CH2:9][CH2:10][N:11]1[C:19]([C:20]([Cl:6])=[O:22])=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[CH:17]2)=[N:12]1

Participants

4

Reactant 2

HCID 72992-ChlorothiopheneHCID 68710957HCID 68710957, compound

Product 1

HCID 86639726HCID 86639726, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Thienyl chloride (2.6 ml; 0.036 mol) was added to a suspension of 2-(2-methoxyethyl)-2H-indazole-3-carboxylic acid (3.6 g; 0.016 mol) in toluene (100 ml) and the reaction mixture was heated under reflux for 24 h. The solvent was removed by evaporation at reduced pressure and the residue was taken up twice in n-hexane. 3.9 g of 2-(2-methoxyethyl)-2H-indazole-3-carbonyl chloride was thus obtained.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 24 h
  3. customThe solvent was removed by evaporation at reduced pressure

Sources & evidence

ORD record
ord-b7551997204f4576b84540219bf453bd
Source dataset
uspto-grants-2013_08
Patent number
US08507528B2

Reaction notes

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