Methyl 2,5-dimethoxyoxolane-2-carboxylate → 1-Cyclohexyl-6-trifluoromethyl-7-(2-methoxycarbonyl-1-pyrrolyl)-2,3(1H,4H)-quinoxalinedione

HRID 1458800Notes

Reaction equation

HRID 1458800 reaction equation
CO[C:3]([C:5]1(OC)[CH2:9][CH2:8][CH:7]([O:10][CH3:11])[O:6]1)=O.[CH:14]1([N:20]2[C:29]3[C:24](=[CH:25][C:26]([C:31]([F:34])([F:33])[F:32])=[C:27]([NH2:30])[CH:28]=3)[NH:23][C:22](=[O:35])[C:21]2=[O:36])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>COC1CCC(OC)O1.C(O)(=O)C>[CH:14]1([N:20]2[C:29]3[C:24](=[CH:25][C:26]([C:31]([F:32])([F:33])[F:34])=[C:27]([N:30]4[CH:3]=[CH:5][CH:9]=[C:8]4[C:7]([O:10][CH3:11])=[O:6])[CH:28]=3)[NH:23][C:22](=[O:35])[C:21]2=[O:36])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1

Participants

5

Reactant 2

HCID 13152840Methyl 2,5-dimethoxyoxolane-2-carboxylateHCID 220971171-cyclohexyl-6-trifluoromethyl-7-amino-2,3(1H,4H)-quinoxalinedione

Product 1

HCID 220972281-Cyclohexyl-6-trifluoromethyl-7-(2-methoxycarbonyl-1-pyrrolyl)-2,3(1H,4H)-quinoxalinedione

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 790982,5-DimethoxytetrahydrofuranSolvent

Procedure

In place of 2,5-dimethoxytetrahydrofuran, 1.2 g (6.1 mmol) of 2-methoxycarbonyl-2,5-dimethoxytetrahydrofuran were dissolved with 2 g (6.1 mmol) of 1-cyclohexyl-6-trifluoromethyl-7-amino-2,3(1H,4H)-quinoxalinedione in 100 ml of acetic acid and refluxed for 30 minutes. The mixture was then worked up as in Example 3f.

Workup

  1. temperaturerefluxed for 30 minutes

Sources & evidence

ORD record
ord-54097fc6617a49e38877261bda276948
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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