Acetate → N-methyl-N-[(1-methylindol-2-yl)methyl]-3-(2-oxo-1,4-dihydropyrido[2,3-d][1,3]oxazin-6-yl)prop-2-enamide

HRID 676757Notes

Reaction equation

HRID 676757 reaction equation
[Br:18][c:19]1[cH:20][c:21]2[c:22]([n:28][cH:29]1)[NH:23][C:24](=[O:27])[O:25][CH2:26]2.[C:61](#[N:62])[CH2:63][CH3:64].[CH3:1][N:2]([C:3]([CH:4]=[CH2:5])=[O:6])[CH2:7][c:8]1[n:9]([CH3:17])[c:10]2[cH:11][cH:12][cH:13][cH:14][c:15]2[cH:16]1.[CH:30]([N:31]([CH2:32][CH3:33])[CH:34]([CH3:35])[CH3:36])([CH3:37])[CH3:38].[O-:66][C:67]([CH3:68])=[O:69].[O-:70][C:71]([CH3:72])=[O:73].[Pd+2:65].[c:39]1([CH3:40])[cH:41][cH:42][cH:43][cH:44][c:45]1[P:46]([c:47]1[cH:48][cH:49][cH:50][cH:51][c:52]1[CH3:53])[c:54]1[cH:55][cH:56][cH:57][cH:58][c:59]1[CH3:60]>>[CH3:1][N:2]([C:3]([CH:4]=[CH:5][c:19]1[cH:20][c:21]2[c:22]([n:28][cH:29]1)[NH:23][C:24](=[O:27])[O:25][CH2:26]2)=[O:6])[CH2:7][c:8]1[n:9]([CH3:17])[c:10]2[cH:11][cH:12][cH:13][cH:14][c:15]2[cH:16]1

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 159259906-bromo-1H,2H,4H-pyrido(2,3-d)(1,3)oxazin-2-oneHCID 20752825N-Methyl-N-[(1-methyl-2-indolyl)methyl]acrylamide

Product 1

HCID 66780989N-methyl-N-[(1-methylindol-2-yl)methyl]-3-(2-oxo-1,4-dihydropyrido[2,3-d][1,3]oxazin-6-yl)prop-2-enamide

Sources & evidence

ORD record
ord-b1a3faf5381d427b87805096b0be0f9e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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