Triethylamine → HCID 178470154, compound

HRID 1699727Notes

Reaction equation

HRID 1699727 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:6][C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([N+:14]([O-:16])=[O:15])=[C:9](F)[CH:8]=2)[CH3:2].[F:23][C:24]([F:35])([F:34])[C:25]([NH:27][CH2:28][C:29]1[N:30]=[CH:31][NH:32][CH:33]=1)=[O:26].C(N(CC)CC)C>C(#N)C>[CH2:1]([O:3][C:4]1[C:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:6][C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([N+:14]([O-:16])=[O:15])=[C:9]([C:31]1[NH:32][CH:33]=[C:29]([CH2:28][NH:27][C:25](=[O:26])[C:24]([F:23])([F:34])[F:35])[N:30]=1)[CH:8]=2)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 18008883HCID 18008883, compoundHCID 178523076HCID 178523076, compound

Product 1

HCID 178470154HCID 178470154, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of ethyl 3-ethoxy-7-fluoro-6-nitroquinoxaline-2-carboxylate (308 mg, 999 μmol) and 4-(trifluoroacetamidomethyl)imidazole (1.72 g, 8.91 mmol) in acetonitrile (10 ml) was added triethylamine (3.00 ml, 21.5 mmol), and the mixture was stirred for 15 hours at 130° C. in sealed tube. The reaction mixture was concentrated under reduced pressure and the residue obtained was purified by means of silica gel column chromatography [methylene chloride] to obtain 179 mg of the title compound as light brown powder. Yield 37%.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue obtained
  3. customwas purified by means of silica gel column chromatography [methylene chloride]

Sources & evidence

ORD record
ord-ab8cfe0fc3b0451cb200e380d1f8b0a0
Source dataset
uspto-grants-2002_02
Patent number
US06348461B1

Reaction notes

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