(S)-isopropyl 7-bromo-4-(cyclopropanecarbonyl)-3-methyl-3,4-dihydroquinoxalin-1(2H)carboxylate → 4-isopropyl 1-methyl (S)-6-bromo-2-methyl-2,3-dihydroquinoxaline-1,4-dicarboxylate

HRID 1485695Notes

Reaction equation

HRID 1485695 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]([O:14][CH3:15])=[O:13])[C@@H:7]([CH3:16])[CH2:6][NH:5]2.BrC1C=C2C(N(C(C3CC3)=O)[C@@H](C)CN2[C:28]([O:30][CH:31]([CH3:33])[CH3:32])=[O:29])=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]([O:14][CH3:15])=[O:13])[C@@H:7]([CH3:16])[CH2:6][N:5]2[C:28]([O:30][CH:31]([CH3:33])[CH3:32])=[O:29]

Participants

3

Reactant 2

HCID 118078841(S)-isopropyl 7-bromo-4-(cyclopropanecarbonyl)-3-methyl-3,4-dihydroquinoxalin-1(2H)carboxylateHCID 118080383(S)-methyl 6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate

Product 1

HCID 1180804884-isopropyl 1-methyl (S)-6-bromo-2-methyl-2,3-dihydroquinoxaline-1,4-dicarboxylate

Procedure

4-isopropyl 1-methyl (S)-6-bromo-2-methyl-2,3-dihydroquinoxaline-1,4-dicarboxylate was synthesized from (S)-methyl 6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate according to the procedure outlined above for (S)-isopropyl 7-bromo-4-(cyclopropanecarbonyl)-3-methyl-3,4-dihydroquinoxalin-1(2H)carboxylate. MS (ESI, pos. ion) m/z 393, 395 [M+Na]+.

Sources & evidence

ORD record
ord-536898c9c05c4103880b3060397b7ee2
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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