4-Bromo-1-(bromomethyl)-2-(methanesulfonyl)benzene → (4-Bromo-2-methanesulfonyl-benzyl)-methyl-amine

HRID 1406313Notes

Reaction equation

HRID 1406313 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[C:4]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:3]=1.[CH3:14][NH2:15].CO>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:15][CH3:14])=[C:4]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:3]=1

Participants

3

Reactant 2

HCID 27610744-Bromo-1-(bromomethyl)-2-(methanesulfonyl)benzeneHCID 57454252Monomethylamine methanol

Product 1

HCID 86691101(4-Bromo-2-methanesulfonyl-benzyl)-methyl-amineYield 80%

Procedure

A solution of 4-bromo-1-bromomethyl-2-methanesulfonyl-benzene (300 mg, 0.9 mmol) in ˜40% MeNH2/MeOH (10 mL) was stirred at room temperature for 3 hours. TLC (petroleum ether:EtOAc 3:1) showed the reaction was complete. The reaction mixture was concentrated in vacuo to give crude title compound (200 mg, 80%) as a yellow oil, which was used for next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-00ebf2fce6fa47fcbb5865ea1f014036
Source dataset
uspto-grants-2014_12
Patent number
US08916593B2

Reaction notes

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