Acetate → 3-(2,2-dimethyl-3,4-dihydropyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]prop-2-enamide

HRID 1216351Notes

Reaction equation

HRID 1216351 reaction equation
[Br:27][c:28]1[cH:29][c:30]2[c:35]([n:36][cH:37]1)[NH:34][CH2:33][C:32]([CH3:38])([CH3:39])[O:31]2.[C:45](#[N:46])[CH2:47][CH3:48].[CH3:1][N:2]([C:3]([CH:4]=[CH2:5])=[O:6])[CH2:7][c:8]1[o:9][c:10]2[c:11]([c:12]1[CH3:13])[cH:14][cH:15][cH:16][cH:17]2.[CH3:43][OH:44].[CH:18]([N:19]([CH:20]([CH3:21])[CH3:22])[CH2:23][CH3:24])([CH3:25])[CH3:26].[Cl:40][CH2:41][Cl:42].[O-:56][C:57]([CH3:58])=[O:59].[O-:60][C:61]([CH3:62])=[O:63].[O:49]=[CH:50][N:51]([CH3:52])[CH3:53].[OH2:54].[Pd+2:55]>>[CH3:1][N:2]([C:3]([CH:4]=[CH:5][c:28]1[cH:29][c:30]2[c:35]([n:36][cH:37]1)[NH:34][CH2:33][C:32]([CH3:38])([CH3:39])[O:31]2)=[O:6])[CH2:7][c:8]1[o:9][c:10]2[c:11]([c:12]1[CH3:13])[cH:14][cH:15][cH:16][cH:17]2

Participants

11

Reactant 10

HCID 175Acetate2×HCID 887MethanolHCID 962WaterHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 7854PropionitrileHCID 81531DiisopropylethylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 57742103N-methyl-N-(3-methylbenzofuran-2-ylmethyl)acrylamideHCID 592775797-bromo-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

Product 1

HCID 669666933-(2,2-dimethyl-3,4-dihydropyrido[3,2-b][1,4]oxazin-7-yl)-N-methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]prop-2-enamide

Sources & evidence

ORD record
ord-059fef7dc0f14e378f1ae759cd276e63
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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