Acetate → N-(5-ethenyl-2,3-dihydro-1H-inden-2-yl)-5-(oxolan-2-ylmethoxy)pyridine-2-carboxamide

HRID 2350742Notes

Reaction equation

HRID 2350742 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:8]([cH:9][cH:10]1)[CH2:7][CH:6]([NH:11][C:12](=[O:13])[c:14]1[n:15][cH:16][c:17]([O:20][CH2:21][CH:22]3[O:23][CH2:24][CH2:25][CH2:26]3)[cH:18][cH:19]1)[CH2:5]2.[CH2:27]([CH2:28][CH2:40][CH3:41])[C:29]([Sn:30])=[C:31]([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:36][CH2:37][CH2:38][CH3:39].[CH3:75][CH2:76][N:77]([CH2:78][CH3:79])[CH2:80][CH3:81].[O-:67][C:68]([CH3:69])=[O:70].[O-:71][C:72]([CH3:73])=[O:74].[O:61]=[CH:62][N:63]([CH3:64])[CH3:65].[Pd+2:66].[c:42]1([P:43]([c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[cH:56][cH:57][cH:58][cH:59][cH:60]1>>[c:2]1([CH:27]=[CH2:28])[cH:3][c:4]2[c:8]([cH:9][cH:10]1)[CH2:7][CH:6]([NH:11][C:12](=[O:13])[c:14]1[n:15][cH:16][c:17]([O:20][CH2:21][CH:22]3[O:23][CH2:24][CH2:25][CH2:26]3)[cH:18][cH:19]1)[CH2:5]2

Participants

8

Reactant 7

HCID 175Acetate2×HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 53438229Tri(butyl)vinyltinHCID 66679918N-(5-bromo-2,3-dihydro-1H-inden-2-yl)-5-(oxolan-2-ylmethoxy)pyridine-2-carboxamide

Product 1

HCID 66679810N-(5-ethenyl-2,3-dihydro-1H-inden-2-yl)-5-(oxolan-2-ylmethoxy)pyridine-2-carboxamide

Sources & evidence

ORD record
ord-3638047011fe4db582095aa4dfa0861d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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