Imidazole → HCID 19592346, compound

HRID 613510Notes

Reaction equation

Br[CH2:2][C:3]1[C:12]2[C:7](=[C:8]([NH:13][C:14](=[O:23])[C:15]3[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:22])[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][C:4]=1[C:24]([O:26][CH2:27][CH3:28])=[O:25].[NH:29]1[CH:33]=[CH:32][N:31]=[CH:30]1>C(COC)OC>[Cl:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([Cl:21])[C:15]=1[C:14]([NH:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[N:6]=[CH:5][C:4]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:3]2[CH2:2][N:29]1[CH:33]=[CH:32][N:31]=[CH:30]1)=[O:23]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 4-bromomethyl-8-(2,6-dichlorobenzoylamino)-3-ethoxycarbonylquinoline (150 mg) and imidazole (106 mg) in dimethoxyethane was stirred for 1 hour at 70° C. The mixture was evaporated in vacuo, and the residue was purified by preparative thin layer chromatography (methanoldichloromethane) to give 8-(2,6-dichlorobenzoylamino)-3-ethoxycarbonyl-4-(imidazol-1-ylmethyl)quinoline (110 mg).

Workup

customThe mixture was evaporated in vacuo
customthe residue was purified by preparative thin layer chromatography (methanoldichloromethane)

Sources & evidence

ORD record: ord-1ac699ed73d04a89ad5eaf0f5d8f810c
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06008230

Reaction notes

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