Acetate → ethyl 2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

HRID 289288Notes

Reaction equation

HRID 289288 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[NH:8][C:9](=[O:11])[CH2:10]2.[C:19]=[O:20].[C:35]([O-:36])(=[O:37])[CH3:38].[C:40]([O-:41])(=[O:42])[CH3:43].[CH3:12][CH2:13][N:14]([CH2:15][CH3:16])[CH2:17][CH3:18].[CH3:21][OH:22].[CH3:23][CH2:24][OH:25].[CH3:26][S:27]([CH3:28])=[O:29].[CH3:30][CH2:31][O:32][CH2:33][CH3:34].[Pd+2:39]>>[c:2]1([C:21](=[O:22])[O:25][CH2:24][CH3:23])[cH:3][c:4]2[c:5]([n:6][cH:7]1)[NH:8][C:9](=[O:11])[CH2:10]2

Participants

10

Reactant 9

HCID 175Acetate2×HCID 679Dimethyl SulfoxideHCID 702EthanolHCID 712FormaldehydeHCID 887MethanolHCID 3283Diethyl EtherHCID 8471TriethylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 155040625-bromo-1H,2H,3H-pyrrolo(2,3-b)pyridin-2-one

Product 1

HCID 15504072ethyl 2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Sources & evidence

ORD record
ord-b0bb999f42ef40f99658e8c85e5631b4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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