Acetic Acid → 6-Bromo-2-(3,4-dichlorophenyl)-2H-pyrano[2,3-b]pyridine

HRID 153060Notes

Reaction equation

HRID 153060 reaction equation
[BH4-:22].[Br:1][c:2]1[cH:3][c:4]([CH:10]=[CH:11][C:12](=[O:13])[c:14]2[cH:15][c:16]([Cl:21])[c:17]([Cl:20])[cH:18][cH:19]2)[c:5]([O:8][CH3:9])[n:6][cH:7]1.[Br:24][c:25]1[cH:26][c:27]([CH:28]=[CH:29][CH:30]([c:31]2[cH:32][cH:33][c:34]([Cl:35])[c:36]([Cl:37])[cH:38]2)[OH:39])[c:40]([O:41][CH3:42])[n:43][cH:44]1.[BrH:45].[CH3:51][CH2:52][OH:53].[CH3:54][C:55](=[O:56])[OH:57].[Na+:23].[O:46]1[CH2:47][CH2:48][CH2:49][CH2:50]1>>[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[O:13][CH:12]([c:14]1[cH:15][c:16]([Cl:21])[c:17]([Cl:20])[cH:18][cH:19]1)[CH:11]=[CH:10]2

Participants

9

Reactant 8

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 702EthanolHCID 923Sodium ionHCID 8028TetrahydrofuranHCID 28123BorohydrideHCID 53640827HCID 53640827, compoundHCID 53745253HCID 53745253, compound

Product 1

HCID 5149096-Bromo-2-(3,4-dichlorophenyl)-2H-pyrano[2,3-b]pyridine

Sources & evidence

ORD record
ord-4b7d3a7940864d2a96e462c9e1d017e5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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