Oxalyl chloride → HCID 22024959, compound

HRID 1792801Notes

Reaction equation

HRID 1792801 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]=[N:17][CH: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]=[N:17][CH:16]=2)[CH:13]=1)=[O:3]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 220249401-(Isoquinolin-4-yl)-1H-pyrrole-3-carboxylic acid

Product 1

HCID 22024959HCID 22024959, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
22 °C

Procedure

0.82 mL (9.4 mmol) of oxalyl chloride is added to a solution, cooled to a temperature in the region of 5° C., of 0.75 g (3.15 mmol) of 3-carboxy-1-(isoquinol-4-yl)-1H-pyrrole in 25 mL of dichloromethane under an argon atmosphere. After stirring at a temperature in the region of 22° C. for 15 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa), resulting in 0.9 g of 3-chlorocarbonyl-1-(isoquinol-4-yl)-1H-pyrrole hydrochloride in the form of a cream-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)
  2. customresulting in 0.9 g of 3-chlorocarbonyl-1-(isoquinol-4-yl)-1H-pyrrole hydrochloride in the form of a cream-coloured solid which

Sources & evidence

ORD record
ord-711fc6486af344878cb5aa33070595c0
Source dataset
uspto-grants-2006_07
Patent number
US07078414B2

Reaction notes

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