N,N'-Dimethylethylenediamine → 2-[2-[(Acetyloxy)methyl]-3-bromophenyl]-3,4,6,7-tetrahydro-6,6-dimethyl-2H-cyclopenta[4,5]thieno[2,3-c]pyridin-1(5H)-one

HRID 689653Notes

Reaction equation

HRID 689653 reaction equation
[C:16]([CH3:17])(=[O:18])[O:19][CH2:20][c:21]1[c:22]([Br:28])[cH:23][cH:24][cH:25][c:26]1[Br:27].[C:29](=[O:30])([O-:31])[O-:32].[CH2:44]1[O:45][CH2:46][CH2:47][O:48][CH2:49]1.[CH3:1][C:2]1([CH3:15])[CH2:3][c:4]2[c:5]([c:6]3[c:7]([s:13]2)[C:8](=[O:12])[NH:9][CH2:10][CH2:11]3)[CH2:14]1.[CH3:35][NH:36][CH2:37][CH2:38][NH:39][CH3:40].[Cs+:33].[Cs+:34].[Cu:41]([I:42])[I:43]>>[CH3:1][C:2]1([CH3:15])[CH2:3][c:4]2[c:5]([c:6]3[c:7]([s:13]2)[C:8](=[O:12])[N:9]([c:22]2[c:21]([CH2:20][O:19][C:16]([CH3:17])=[O:18])[c:26]([Br:27])[cH:25][cH:24][cH:23]2)[CH2:10][CH2:11]3)[CH2:14]1

Participants

8

Reactant 7

HCID 8070N,N'-DimethylethylenediamineHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 83717Copper iodideHCID 104967Cesium cation2×HCID 580438956,6-Dimethyl-2,3,4,5,6,7-hexahydro-1H-cyclopenta[4,5]thieno[2,3-c]pyridin-1-oneHCID 592164132,6-Dibromobenzyl acetate

Product 1

HCID 670162112-[2-[(Acetyloxy)methyl]-3-bromophenyl]-3,4,6,7-tetrahydro-6,6-dimethyl-2H-cyclopenta[4,5]thieno[2,3-c]pyridin-1(5H)-one

Sources & evidence

ORD record
ord-855c735ccac7467290cb737b880b7ef1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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