Acetate → 3-[3-(2-methoxyethyl)-2-oxo-1,4-dihydropyrido[2,3-d]pyrimidin-6-yl]-N-methyl-N-[(2-methyl-1H-indol-3-yl)methyl]prop-2-enamide

HRID 139978Notes

Reaction equation

HRID 139978 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:15][cH:16]1)[NH:6][C:7](=[O:14])[N:8]([CH2:10][CH2:11][O:12][CH3:13])[CH2:9]2.[C:65](#[N:66])[CH2:67][CH3:68].[CH3:17][c:18]1[nH:19][c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[c:26]1[CH2:27][N:28]([C:29]([CH:30]=[CH2:31])=[O:32])[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:31]=[CH:30][C:29]([N:28]([CH2:27][c:26]2[c:18]([CH3:17])[nH:19][c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]32)[CH3:33])=[O:32])[cH:3][c:4]2[c:5]([n:15][cH:16]1)[NH:6][C:7](=[O:14])[N:8]([CH2:10][CH2:11][O:12][CH3:13])[CH2:9]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 221390516-bromo-3-(2-methoxyethyl)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-oneHCID 22139057N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

Product 1

HCID 667808373-[3-(2-methoxyethyl)-2-oxo-1,4-dihydropyrido[2,3-d]pyrimidin-6-yl]-N-methyl-N-[(2-methyl-1H-indol-3-yl)methyl]prop-2-enamide

Sources & evidence

ORD record
ord-e2de9a93eaf34797b15b5faab5e88294
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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