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

HRID 106525Notes

Reaction equation

HRID 106525 reaction equation
[Br:19][c:20]1[cH:21][c:22]2[c:27]([n:28][cH:29]1)[NH:26][C:25](=[O:30])[CH2:24][CH2:23]2.[C:62](#[N:63])[CH2:64][CH3:65].[CH3:1][n:2]1[c:3]([CH2:12][N:13]([C:14]([CH:15]=[CH2:16])=[O:17])[CH3:18])[c:4]([CH3:11])[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12.[CH:31]([N:32]([CH2:33][CH3:34])[CH:35]([CH3:36])[CH3:37])([CH3:38])[CH3:39].[O-:67][C:68]([CH3:69])=[O:70].[O-:71][C:72]([CH3:73])=[O:74].[Pd+2:66].[c:40]1([CH3:41])[cH:42][cH:43][cH:44][cH:45][c:46]1[P:47]([c:48]1[cH:49][cH:50][cH:51][cH:52][c:53]1[CH3:54])[c:55]1[cH:56][cH:57][cH:58][cH:59][c:60]1[CH3:61]>>[CH3:1][n:2]1[c:3]([CH2:12][N:13]([C:14]([CH:15]=[CH:16][c:20]2[cH:21][c:22]3[c:27]([n:28][cH:29]2)[NH:26][C:25](=[O:30])[CH2:24][CH2:23]3)=[O:17])[CH3:18])[c:4]([CH3:11])[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12

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 22593810N-(1,3-Dimethyl-1H-indol-2-ylmethyl)-N-methylacrylamide

Product 1

HCID 66780205N-[(1,3-dimethylindol-2-yl)methyl]-N-methyl-3-(7-oxo-6,8-dihydro-5H-1,8-naphthyridin-3-yl)prop-2-enamide

Sources & evidence

ORD record
ord-493d0325000d47e19db19dcb1c95209d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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