Methanamine, N-methoxy-, hydrochloride (1:1) → 1-(5-Bromo-6-methoxypyridin-3-yl)ethan-1-one

HRID 922425Notes

Reaction equation

HRID 922425 reaction equation
[Br:1][C:2]1[C:3]([O:11][CH3:12])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[CH3:14]NOC.C[Mg]Br>>[Br:1][C:2]1[CH:10]=[C:6]([C:7](=[O:9])[CH3:14])[CH:5]=[N:4][C:3]=1[O:11][CH3:12]

Participants

4

Reactant 3

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 457904665-Bromo-6-methoxy-3-pyridinecarboxylic acidHCID 178418573HCID 178418573, compound

Product 1

HCID 838940271-(5-Bromo-6-methoxypyridin-3-yl)ethan-1-one

Procedure

5-Bromo-6-methoxynicotinic acid and N,O-dimethylhydroxylamine hydrochloride were treated in the similar manner to Reference Example 7(5), and then the resulting compound and methylmagnesium bromide were treated in the similar manner to Reference Example 7(6) to give 1-(5-bromo-6-methoxypyridin-3-yl)ethanone [Ex(296-1)] as a colorless powder.

Sources & evidence

ORD record
ord-df787c6a77c74c04923310bf2b837528
Source dataset
uspto-grants-2016_03
Patent number
US09278944B2

Reaction notes

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