N-Methylethylamine → HCID 67774073, compound

HRID 1802230Notes

Reaction equation

HRID 1802230 reaction equation
Br[C:2]1[N:11]=[C:5]2[CH:6]=[C:7]([Br:10])[CH:8]=[CH:9][N:4]2[N:3]=1.[CH3:12][NH:13][CH2:14][CH3:15]>C(O)C>[Br:10][C:7]1[CH:8]=[CH:9][N:4]2[N:3]=[C:2]([N:13]([CH2:14][CH3:15])[CH3:12])[N:11]=[C:5]2[CH:6]=1

Participants

4

Reactant 2

HCID 12219N-MethylethylamineHCID 677742742,7-Dibromo[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 67774073HCID 67774073, compoundYield 59.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,7-dibromo-[1,2,4]triazolo[1,5-a]pyridine (1 g, 3.61 mmol) and N-methylethanamine (4.00 ml, 46.6 mmol) in ethanol (4 ml) was heated for 4 hours to 120° C. in a high pressure vessel. The crude material was applied on silicagel and purified by flash chromatography over a 20 g silicagel column using heptane/ethyl acetate 10-30% as eluent affording (7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-ethyl-methyl-amine (549 mg, 59.6%) as a white solid. mp: 109-111° C., MS: m/z=255/257 (M+H+)

Workup

  1. temperaturewas heated for 4 hours to 120° C. in a high pressure vessel
  2. custompurified by flash chromatography over a 20 g silicagel column

Sources & evidence

ORD record
ord-bba2accfc28b41df9e7cbfebe863d44b
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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