Acetate → Ethyl 6-acetyl-8-(benzyloxy)-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate

HRID 1115066Notes

Reaction equation

HRID 1115066 reaction equation
[C:26]([CH3:27])(=[O:28])[O-:29].[C:81]([O-:82])(=[O:83])[CH3:84].[C:86]([O-:87])(=[O:88])[CH3:89].[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[c:10]([C:21](=[O:22])[O:23][CH2:24][CH3:25])[c:11]([Br:20])[n:12]2[c:13]1[C:14](=[O:19])[N:15]([CH3:18])[CH2:16][CH2:17]2.[CH:31]([N:32]([CH:33]([CH3:34])[CH3:35])[CH2:36][CH3:37])([CH3:38])[CH3:39].[CH:69]([O:70][CH2:71][CH2:72][CH2:73][CH3:74])=[CH2:75].[O:76]=[CH:77][N:78]([CH3:79])[CH3:80].[Pd+2:85].[Tl+:30].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[CH2:48][CH2:49][CH2:50][P:51]([c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[cH:64][cH:65][cH:66][cH:67][cH:68]1>>[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[c:10]([C:21](=[O:22])[O:23][CH2:24][CH3:25])[c:11]([C:26]([CH3:27])=[O:28])[n:12]2[c:13]1[C:14](=[O:19])[N:15]([CH3:18])[CH2:16][CH2:17]2

Participants

9

Reactant 8

HCID 175Acetate3×HCID 6228DimethylformamideHCID 8108Butyl vinyl etherHCID 812191,3-Bis(diphenylphosphino)propaneHCID 81531DiisopropylethylamineHCID 105005Thallous cationHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 68866169Ethyl 8-(benzyloxy)-6-bromo-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate

Product 1

HCID 68866335Ethyl 6-acetyl-8-(benzyloxy)-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate

Sources & evidence

ORD record
ord-7fe83c13facf491c8698550709979146
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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