Ethanesulfonamide → N-((5-Bromo-4-methylpyridin-3-yl)methyl)ethanesulfonamide

HRID 1774775Notes

Reaction equation

HRID 1774775 reaction equation
[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH:8]=O)[CH:5]=[N:6][CH:7]=1.[CH2:11]([S:13]([NH2:16])(=[O:15])=[O:14])[CH3:12].[BH4-].[Na+]>CO>[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH2:8][NH:16][S:13]([CH2:11][CH3:12])(=[O:15])=[O:14])[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 73702EthanesulfonamideHCID 4311764Sodium borohydrideHCID 222383375-Bromo-4-methylpyridine-3-carbaldehyde

Product 1

HCID 86679144N-((5-Bromo-4-methylpyridin-3-yl)methyl)ethanesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described for the preparation of intermediate A-11, 5-bromo-4-methyl-pyridine-3-carbaldehyde has been reacted first with ethanesulfonamide, followed by reduction of the thus formed imine with NaBH4 in MeOH to give the title compound as an off-white solid. MS: 293.1 and 295.3 (M+H+).

Sources & evidence

ORD record
ord-f63f27579531424d8241278eb80c00e8
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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