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

HRID 1114130Notes

Reaction equation

HRID 1114130 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:67](#[N:68])[CH2:69][CH3:70].[CH2:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)[n:20]1[cH:21][c:22]([CH2:29][N:30]([C:31]([CH:32]=[CH2:33])=[O:34])[CH3:35])[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]12.[CH:58]([N:59]([CH:60]([CH3:61])[CH3:62])[CH2:63][CH3:64])([CH3:65])[CH3:66].[O-:72][C:73]([CH3:74])=[O:75].[O-:76][C:77]([CH3:78])=[O:79].[Pd+2:71].[c:36]1([CH3:37])[cH:38][cH:39][cH:40][cH:41][c:42]1[P:43]([c:44]1[cH:45][cH:46][cH:47][cH:48][c:49]1[CH3:50])[c:51]1[cH:52][cH:53][cH:54][cH:55][c:56]1[CH3:57]>>[c:2]1([CH:33]=[CH:32][C:31]([N:30]([CH2:29][c:22]2[cH:21][n:20]([CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[c:28]3[c:23]2[cH:24][cH:25][cH:26][cH:27]3)[CH3:35])=[O:34])[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 66905256N-(1-benzyl-1H-indol-3-ylmethyl)-N-methyl-acrylamide

Product 1

HCID 66781034N-[(1-benzylindol-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-d69a76ca0b54459a9cd97918037b8697
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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