Triethylamine → 2-Methyl-N-[4-(pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)phenyl]benzamide

HRID 439977

Reaction equation

HRID 439977 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].C(N(CC)CC)C.[NH2:18][C:19]1[CH:39]=[CH:38][C:22]([C:23]([N:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]3[CH:35]=[CH:36][CH:37]=[C:27]3[CH2:26]2)=[O:24])=[CH:21][CH:20]=1>C(Cl)Cl>[CH:35]1[N:28]2[C:29]3[C:34]([N:25]([C:23]([C:22]4[CH:21]=[CH:20][C:19]([NH:18][C:4](=[O:5])[C:3]5[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=5[CH3:1])=[CH:39][CH:38]=4)=[O:24])[CH2:26][C:27]2=[CH:37][CH:36]=1)=[CH:33][CH:32]=[CH:31][CH:30]=3

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 702762-Methylbenzoyl chlorideHCID 218370054,5-Dihydro-5-(4-aminobenzoyl)pyrrolo[1,2-a]quinoxaline

Product 1

HCID 153406682-Methyl-N-[4-(pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)phenyl]benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 1.5 mmol of 2-methylbenzoyl chloride in 10 ml of methylene chloride is added 3 mmol of triethylamine. After stirring for 15 minutes, 1.5 mmol of 4,5-dihydro-5-(4-aminobenzoyl)pyrrolo[1,2-a]quinoxaline is added and the mixture stirred for 5 hours. The reaction mixture is washed with water, 1N HCl, NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography to give the desired product as a solid, m.p. 206°-207° C.

Workup

  1. stirringthe mixture stirred for 5 hours
  2. washThe reaction mixture is washed with water, 1N HCl, NaHCO3, and brine
  3. dry with materialThe reaction mixture is dried with Na2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customto give a solid which
  7. customis purified by flash chromatography

Sources & evidence

ORD record
ord-2d22bb0821eb4bf6ab25d9c68b544b12
Source dataset
uspto-grants-1996_05
Patent number
US05516774

Linked notes

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