Phenethyl bromide → 3-Chloro-2-methyl-7-(2-phenylethyl)pyrrolo[2,3-b]pyridine hydrobromide

HRID 1756043Notes

Reaction equation

HRID 1756043 reaction equation
[Cl:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH3:11].[Br:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(OCC)(=O)C>CN(C)C=O>[BrH:12].[Cl:1][C:2]1[C:10]2[C:5]([N:6]([CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:7]=[CH:8][CH:9]=2)=[N:4][C:3]=1[CH3:11]

Participants

5

Reactant 3

HCID 7666Phenethyl bromideHCID 8857Ethyl AcetateHCID 193925933-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 217438473-Chloro-2-methyl-7-(2-phenylethyl)pyrrolo[2,3-b]pyridine hydrobromideYield 50.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 28.4 mg (0.17 mmol) of 3-chloro-2-methyl pyrrolo [2,3-b]pyridine and 36 mg (0.2mmol) of (2bromoethyl)benzene in 0.4 ml of dimethylformamid was heated at 80° C. for 20 h. The solvent was evaporated. The solid that formed was treated with ethyl acetate and isolated by filtration to give 30 mg (50%) of 3 -chloro-2-methyl-7-(2-phenylethyl)pyrrolo[2,3-b]pyridine hydrobromide.

Workup

  1. customThe solvent was evaporated
  2. customThe solid that formed
  3. customisolated by filtration

Sources & evidence

ORD record
ord-34eb9f3209d4462ab697e77e8b757efb
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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