Acetic Acid → (6-Bromopyridin-2-yl)methanol

HRID 815389Notes

Reaction equation

HRID 815389 reaction equation
[BH4-:19].[Br:6][c:7]1[n:8][c:9]([Br:13])[cH:10][cH:11][cH:12]1.[CH3:14][N:15]([CH:16]=[O:17])[CH3:18].[CH3:1][CH2:2][CH2:3][CH2:4][Li:5].[CH3:26][C:27](=[O:28])[OH:29].[CH3:30][OH:31].[Na+:20].[O:21]1[CH2:22][CH2:23][CH2:24][CH2:25]1>>[c:7]1([CH2:16][OH:17])[n:8][c:9]([Br:13])[cH:10][cH:11][cH:12]1

Participants

9

Reactant 8

HCID 176Acetic AcidHCID 887MethanolHCID 923Sodium ionHCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 122742,6-DibromopyridineHCID 28123BorohydrideHCID 178418339Butyllithium

Product 1

HCID 3517811(6-Bromopyridin-2-yl)methanol

Sources & evidence

ORD record
ord-1099aa663da346e282ac1156b4ea403e
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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