Acetate → N-[[1-[2-(dimethylamino)ethyl]indol-3-yl]methyl]-N-methyl-3-(7-oxo-6,8-dihydro-5H-1,8-naphthyridin-3-yl)prop-2-enamide

HRID 117500Notes

Reaction equation

HRID 117500 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:9]([n:10][cH:11]1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.[C:65](#[N:66])[CH2:67][CH3:68].[CH3:13][N:14]([CH2:15][CH2:16][n:17]1[cH:18][c:19]([CH2:26][N:27]([C:28]([CH:29]=[CH2:30])=[O:31])[CH3:32])[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]12)[CH3:33].[CH:56]([N:57]([CH:58]([CH3:59])[CH3:60])[CH2:61][CH3:62])([CH3:63])[CH3:64].[O-:70][C:71]([CH3:72])=[O:73].[O-:74][C:75]([CH3:76])=[O:77].[Pd+2:69].[c:34]1([CH3:35])[cH:36][cH:37][cH:38][cH:39][c:40]1[P:41]([c:42]1[cH:43][cH:44][cH:45][cH:46][c:47]1[CH3:48])[c:49]1[cH:50][cH:51][cH:52][cH:53][c:54]1[CH3:55]>>[c:2]1([CH:30]=[CH:29][C:28]([N:27]([CH2:26][c:19]2[cH:18][n:17]([CH2:16][CH2:15][N:14]([CH3:13])[CH3:33])[c:25]3[c:20]2[cH:21][cH:22][cH:23][cH:24]3)[CH3:32])=[O:31])[cH:3][c:4]2[c:9]([n:10][cH:11]1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2

Participants

8

Reactant 7

HCID 175Acetate2×HCID 7854PropionitrileHCID 80271Tri-o-tolylphosphineHCID 81531DiisopropylethylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 110963256-Bromo-3,4-dihydro-1,8-naphthyridin-2(1H)-oneHCID 66905455N-[1-(2-dimethylaminoethyl)-1H-indol-3-ylmethyl]-N-methyl-acrylamide

Product 1

HCID 66780463N-[[1-[2-(dimethylamino)ethyl]indol-3-yl]methyl]-N-methyl-3-(7-oxo-6,8-dihydro-5H-1,8-naphthyridin-3-yl)prop-2-enamide

Sources & evidence

ORD record
ord-3415a23eddb8430089fbef0ba84dd38c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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