Citric Acid → (4-Nitrophenyl)methyl 6-[acetyloxy(imidazo[1,2-a]quinoxalin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

HRID 683397Notes

Reaction equation

HRID 683397 reaction equation
[CH2:75]1[O:76][CH2:77][CH2:78][CH2:79]1.[CH3:38][NH:39][C:40]1([NH:41][CH3:42])[CH:43]=[CH:44][N:45]=[CH:46][CH2:47]1.[CH3:48][C:49](=[O:50])[O:51][C:52](=[O:53])[CH3:54].[CH3:68][CH2:69][N:70]([CH2:71][CH3:72])[CH2:73][CH3:74].[CH3:80][C:81]#[N:82].[N+:16](=[O:17])([O-:18])[c:19]1[cH:20][cH:21][c:22]([CH2:23][O:24][C:25](=[O:26])[C:27]2=[CH:33][S:32][CH:31]3[N:28]2[C:29](=[O:35])[CH:30]3[Br:34])[cH:36][cH:37]1.[OH:55][C:56]([CH2:57][C:58]([C:59](=[O:60])[OH:61])([CH2:62][C:63](=[O:64])[OH:65])[OH:66])=[O:67].[cH:1]1[c:2]([CH:14]=[O:15])[n:3][c:4]2[n:5]1[c:6]1[cH:7][cH:8][cH:9][cH:10][c:11]1[n:12][cH:13]2>>[cH:1]1[c:2]([CH:14]([O:15][C:49]([CH3:48])=[O:50])[C:30]2([Br:34])[C:29](=[O:35])[N:28]3[C:27]([C:25]([O:24][CH2:23][c:22]4[cH:21][cH:20][c:19]([N+:16](=[O:17])[O-:18])[cH:37][cH:36]4)=[O:26])=[CH:33][S:32][CH:31]32)[n:3][c:4]2[n:5]1[c:6]1[cH:7][cH:8][cH:9][cH:10][c:11]1[n:12][cH:13]2

Participants

9

Reactant 8

HCID 311Citric AcidHCID 6342AcetonitrileHCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13770471Imidazo[1,2-a]quinoxaline-2-carboxaldehydeHCID 684433356-Bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl esterHCID 865890494,4-Dimethylaminopyridine

Product 1

HCID 77542120(4-Nitrophenyl)methyl 6-[acetyloxy(imidazo[1,2-a]quinoxalin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Sources & evidence

ORD record
ord-30b9c29c4f584cb79165765565caec10
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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