Oxalyl chloride → HCID 22024975, compound

HRID 1792793Notes

Reaction equation

HRID 1792793 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].C([C:10]1C=[CH:13][N:12]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][N:16]=2)[CH:11]=1)(O)=O>ClCCl>[ClH:4].[Cl:4][C:2]([C:1]1[CH:10]=[CH:11][N:12]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][N:16]=2)[CH:13]=1)=[O:3]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 220249831-(Isoquinolin-1-yl)-1H-pyrrole-3-carboxylic acid

Product 1

HCID 22024975HCID 22024975, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

0.4 mL (4.5 mmol) of oxalyl chloride is added at 20° C. under an argon atmosphere to 0.58 g (2.2 mmol) of 3-carboxy-1-(isoquinol-1-yl)-1H-pyrrole dissolved in 45 mL of dichloromethane. After stirring at 20° C. for 0.5 hour, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give 0.65 g of 3-chlorocarbonyl-1-(isoquinol-1-yl)-1H-pyrrole hydrochloride in the form of a beige-coloured solid which is used directly in the following step.

Workup

  1. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-312958cfe16b4c57aa0d1e032b302eaf
Source dataset
uspto-grants-2006_07
Patent number
US07078414B2

Reaction notes

Loading…