5-hydroxy-N-methoxy-N-methylpicolinamide → 1-(5-Hydroxypyridin-2-yl)propan-1-one

HRID 626198Notes

Reaction equation

HRID 626198 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](N(OC)C)=[O:9])=[N:6][CH:7]=1.[CH3:14][CH2:15][Mg+].[Br-]>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:9])[CH2:14][CH3:15])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 866889815-hydroxy-N-methoxy-N-methylpicolinamideHCID 178461630HCID 178461630, compound

Product 1

HCID 1125838461-(5-Hydroxypyridin-2-yl)propan-1-oneYield 48%

Procedure

Following the same procedure as described in example 11, step B, 5-hydroxy-N-methoxy-N-methylpicolinamide (0.5 g, 1.0 eq) was reacted with EtMgBr (6.0 mL, 4.0 eq) to get the desired product (0.2 g, 48% yield).

Sources & evidence

ORD record
ord-37221bf7b04e4cfd9269c9bcc61f673d
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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