HCID 57470539, compound → HCID 58575469, compound

HRID 1189444Notes

Reaction equation

HRID 1189444 reaction equation
[Cl:1][C:2]1[C:3]([NH:16][NH2:17])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2>C(OC)(OC)(OC)CCC>[Cl:1][C:2]1[C:3]2[N:4]([C:10]([CH2:5][CH2:6][CH3:7])=[N:17][N:16]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2

Participants

3

Reactant 1

HCID 57470539HCID 57470539, compound

Product 1

HCID 58575469HCID 58575469, compoundYield 145%

Reagents, catalysts & solvents 1

HCID 1235121,1,1-TrimethoxybutaneSolvent

Procedure

700 mg of methyl 3-chloro-2-hydrazinoquinoxaline-6-carboxylate was suspended in 3.7 mL of trimethyl orthobutyrate, followed by heating and refluxing for 2 hours. The suspension was ice-cooled, and the solid was collected by filtration and washed with cold ethyl acetate. The obtained solid was washed with hot ethyl acetate to obtain 612 mg of methyl 4-chloro-1-propyl[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylate.

Workup

  1. temperatureby heating
  2. temperaturerefluxing for 2 hours
  3. temperaturecooled
  4. filtrationthe solid was collected by filtration
  5. washwashed with cold ethyl acetate
  6. washThe obtained solid was washed with hot ethyl acetate

Sources & evidence

ORD record
ord-61f5edcc4d8f4d21a685c290097f3a6f
Source dataset
uspto-grants-2014_03
Patent number
US08674096B2

Reaction notes

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