Bicarbonate Ion → methyl 1-benzyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxylate

HRID 285915Notes

Reaction equation

HRID 285915 reaction equation
[Br:22][CH2:23][c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1.[C:16](=[O:17])([O-:18])[O-:19].[C:59](=[O:60])([OH:61])[O-:62].[CH2:36]([N+:37]([CH2:38][CH2:39][CH2:40][CH3:41])([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:46][CH2:47][CH2:48][CH3:49])[CH2:50][CH2:51][CH3:52].[CH3:53][CH2:54][O:55][C:56]([CH3:57])=[O:58].[I-:35].[K+:20].[K+:21].[Na+:63].[O:1]=[C:2]1[NH:3][c:4]2[c:5]([n:8][cH:9][c:10]([C:12](=[O:13])[O:14][CH3:15])[cH:11]2)[O:6][CH2:7]1.[O:30]=[CH:31][N:32]([CH3:33])[CH3:34]>>[O:1]=[C:2]1[N:3]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[c:4]2[c:5]([n:8][cH:9][c:10]([C:12](=[O:13])[O:14][CH3:15])[cH:11]2)[O:6][CH2:7]1

Participants

11

Reactant 10

HCID 769Bicarbonate IonHCID 813Potassium Cation2×HCID 923Sodium ionHCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 8857Ethyl AcetateHCID 16028TetrabutylammoniumHCID 19660Carbonate IonHCID 30165Iodide IonHCID 57896640Methyl 2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxylate

Product 1

HCID 57896764methyl 1-benzyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxylate

Sources & evidence

ORD record
ord-93b8a450444e41888eb574124f133aaa
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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