Methanamine, N-methoxy-, hydrochloride (1:1) → 1-(5-Bromo-6-chloro-pyridin-3-yl)-ethanone

HRID 922481Notes

Reaction equation

HRID 922481 reaction equation
[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[CH3:13]NOC.C[Mg]Br>>[Br:1][C:2]1[CH:10]=[C:6]([C:7](=[O:9])[CH3:13])[CH:5]=[N:4][C:3]=1[Cl:11]

Participants

4

Reactant 3

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 178418573HCID 178418573, compound

Product 1

HCID 200719921-(5-Bromo-6-chloro-pyridin-3-yl)-ethanone

Procedure

5-Bromo-6-chloronicotinic acid and N,O-dimethylhydroxyamine 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-chloropyridin-3-yl)ethanone [REx(113-1)] as a colorless powder.

Sources & evidence

ORD record
ord-6ad8c5688d854ba987658d9b20f74b52
Source dataset
uspto-grants-2016_03
Patent number
US09278944B2

Reaction notes

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