Imidazole → HCID 19068909, compound

HRID 1957111Notes

Reaction equation

HRID 1957111 reaction equation
Cl[CH2:2][C:3]1[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]2[C:4]=1[N:5]=[C:6]([O:17][CH3:18])[C:7]([O:15][CH3:16])=[N:8]2.[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1>O>[N:19]1([CH2:2][C:3]2[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]3[C:4]=2[N:5]=[C:6]([O:17][CH3:18])[C:7]([O:15][CH3:16])=[N:8]3)[CH:23]=[CH:22][N:21]=[CH:20]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 19068886HCID 19068886, compound

Product 1

HCID 19068909HCID 19068909, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 5-chloromethyl-2,3-dimethoxy-6,7-dimethylquinoxaline (Preparation 3) (60 mg, 0.22 mmol) and imidazole (1.0 g, 14.7 mmol) was heated at 110° C. for 30 minutes, cooled and diluted with water. The resulting suspension was sonicated for 5 minutes at 20° C. and the solid filtered off. The solid was washed with water, and then hexane, affording 5-(imidazol-1-ylmethyl)-2,3-dimethoxy-6,7-dimethyl-quinoxaline (41 mg, 61%) as an off-white solid.

Workup

  1. temperaturecooled
  2. customThe resulting suspension was sonicated for 5 minutes at 20° C.
  3. filtrationthe solid filtered off
  4. washThe solid was washed with water

Sources & evidence

ORD record
ord-0d7aa52bc6244cb59d6514f9ea1bbc42
Source dataset
uspto-grants-1998_07
Patent number
US05783572

Reaction notes

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