Oxalyl chloride → 8-(Cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid chloride hydrochloride

HRID 64406

Reaction equation

HRID 64406 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[C:10]3[N:11]([C:15]([C:19]([OH:21])=O)=[C:16]([CH3:18])[N:17]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:25])=O>ClCCl.CN(C=O)C>[ClH:25].[CH:1]1([CH2:7][O:8][C:9]2[C:10]3[N:11]([C:15]([C:19]([Cl:25])=[O:21])=[C:16]([CH3:18])[N:17]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 711084908-(Cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

Product 1

HCID 900729818-(Cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid chloride hydrochloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 510 mg of 8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid in dichloromethane were added 0.30 ml of oxalyl dichloride and one drop of DMF under ice-cooling, followed by stirring at room temperature for 30 minutes, and the solvent was evaporated under reduced pressure to obtain 603 mg of 8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid chloride hydrochloride.

Workup

  1. temperaturecooling
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5e6fc9a604be46518bc6ae7b64ea04ac
Source dataset
uspto-grants-2016_09
Patent number
US09447090B2

Linked notes

Loading…