Diethyl Ether → 3-Methyl-7-(2-phenylethyl)pyrrolo[2,3-b]pyridine hydrobromide

HRID 1756045Notes

Reaction equation

HRID 1756045 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.[Br:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CCOCC>C(#N)C>[BrH:11].[CH3:1][C:2]1[C:10]2[C:5]([N:6]([CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:7]=[CH:8][CH:9]=2)=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7666Phenethyl bromideHCID 109314713-Methyl-7-azaindole

Product 1

HCID 232071483-Methyl-7-(2-phenylethyl)pyrrolo[2,3-b]pyridine hydrobromideYield 27.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 0.3 g (2.3 mmol) 3-methylpyrrolo[2,3-b]pyridine and 0.5 g (2.7 mmol) (2-bromoethyl)benzene in 10 ml acetonitril was refluxed for 72 h. The solvent was evaporated and the solid that formed was treated with ether. Recrystalization from ethyl acetate gave 0.2 g (27%) of the title compound as a white solid.

Workup

  1. customThe solvent was evaporated
  2. customthe solid that formed
  3. customRecrystalization from ethyl acetate

Sources & evidence

ORD record
ord-9bb3767162c642e5a05e45274cee7029
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

Loading…