Phenethyl bromide → HCID 178419519, compound

HRID 1756048Notes

Reaction equation

HRID 1756048 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[NH:8][C:9]([CH3:12])=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1.[CH2:13]([Br:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CC#N>[BrH:21].[NH2:1][C:2]1[N:7]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:6]2=[N:8][C:9]([CH3:12])=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7666Phenethyl bromideHCID 595252HCID 595252, compound

Product 1

HCID 178419519HCID 178419519, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 6-amino-2,3 -dimethyl-pyrrolo [2,3-b]pyridine (1.0 g, 6,2 mmol ) and phenethyl bromide (1,7 g, 9,3 mmol ) in 30 ml CH3CN was refluxed for 48 h. The mixture was allowed to cool and the precipitate was filtered off. Chromatography on silica gel eluting with methylene chloride and methanol (9:1) gave the desired product (0,1 g, 6%).

Workup

  1. temperatureto cool
  2. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-9ba3a53ec64b4a8e85a2a5f19834e161
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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