Methylamine → HCID 19605506, compound

HRID 1603599Notes

Reaction equation

HRID 1603599 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4](Br)[N:3]=1.[CH3:22][NH2:23]>O1CCOCC1.C(O)C>[Br:1][C:2]1[N:3]=[C:4]([NH:23][CH3:22])[CH:5]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)(=[O:10])=[O:9])[CH:7]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 19605520HCID 19605520, compound

Product 1

HCID 19605506HCID 19605506, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

0.222 g (0.0005 mol) of 2,6-dibromo-4-(3-trifluoromethylbenzenesulphonyl)-pyridine was dissolved in 10 ml of dioxane and treated with 1.25 ml of 8M methylamine in ethanol. The mixture was stirred at room temperature for 18 mins., the solvents were then removed and the residue was chromatographed on silica gel with ethyl acetate/hexane 1:19 and subsequently 1:9. There was obtained 0.16 g (81%) of [6-bromo-4-(3-trifluoromethylbenzenesulphonyl) -pyridin-2-yl]-methylamine as yellow crystals; m.p.: 115-117° C.

Workup

  1. custom, the solvents were then removed
  2. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 1:19 and subsequently 1:9

Sources & evidence

ORD record
ord-6856415028eb412caf4361d7b664a76a
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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