Oxalyl chloride → HCID 86615154, compound

HRID 2366732Notes

Reaction equation

HRID 2366732 reaction equation
C(Cl)(=O)C([Cl:4])=O.[CH2:7]([O:9][CH2:10][C:11]1[N:12]([CH2:24][C:25]2([C:28]([OH:30])=O)[CH2:27][CH2:26]2)[C:13]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[CH:15][C:14]=2[N:23]=1)[CH3:8]>ClCCl.CN(C=O)C>[CH2:7]([O:9][CH2:10][C:11]1[N:12]([CH2:24][C:25]2([C:28]([Cl:4])=[O:30])[CH2:27][CH2:26]2)[C:13]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[CH:15][C:14]=2[N:23]=1)[CH3:8]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 69506760HCID 69506760, compound

Product 1

HCID 86615154HCID 86615154, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (1.6 mL, 18 mmol) was added dropwise over a period of 5 minutes to a suspension of 1-{[2-(ethoxymethyl)-1H-imidazo[4,5-C]quinolin-1-yl]methyl}cyclopropanecarboxylic acid (2.0 g, 6.2 mmol) in dichloromethane (50 mL) containing one drop of DMF. The reaction mixture was stirred for two hours and then concentrated under reduced pressure to provide 1-{[2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]methyl}cyclopropanecarbonyl chloride.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f8ed73e6284c4b358bf27325c32ac417
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

Loading…