Methyl bromoacetate → 1-(Methoxycarbonylmethyl)-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

HRID 1458819Notes

Reaction equation

HRID 1458819 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][C:15]=2[C:16]([F:19])([F:18])[F:17])[NH:12][C:11](=[O:20])[C:10](=[O:21])[NH:9]3)[CH:5]=[CH:4][CH:3]=[CH:2]1.Br[CH2:23][C:24]([O:26][CH3:27])=[O:25]>C(Cl)Cl.C(OCC)(=O)C>[CH3:27][O:26][C:24]([CH2:23][N:9]1[C:8]2[C:13](=[CH:14][C:15]([C:16]([F:17])([F:18])[F:19])=[C:6]([N:1]3[CH:5]=[CH:4][CH:3]=[CH:2]3)[CH:7]=2)[NH:12][C:11](=[O:20])[C:10]1=[O:21])=[O:25]

Participants

4

Reactant 2

HCID 60984Methyl bromoacetateHCID 220970866-(1-Pyrrolyl)-7-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

Product 1

HCID 220970571-(Methoxycarbonylmethyl)-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedioneYield 40%

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

35 g (118.6 mmol) of 6-(1-pyrrolyl)-7-trifluoromethyl-2,3(1H,4H)-quinoxalinedione (Example 2) were reacted with 23.8 g (155.5 mmol) of methyl bromoacetate as in Example 23. The mobile phase used for the chromatography was methylene chloride/ethyl acetate =3/2. 17.3 g (40%) of the product were obtained.

Sources & evidence

ORD record
ord-bf140b77a51e47348f28eb96a06a3595
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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