Phenacyl bromide → HCID 19916770, compound

HRID 1756089Notes

Reaction equation

HRID 1756089 reaction equation
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)#[N:2].[CH2:19]([Br:28])[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21]>C(#N)C>[BrH:28].[C:1]([CH2:3][C:4]1[C:12]2[C:7]([N:8]([CH2:19][C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])[CH:9]=[CH:10][CH:11]=2)=[N:6][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)#[N:2]

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 22477320HCID 22477320, compound

Product 1

HCID 19916770HCID 19916770, compoundYield 70.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-(Cyanomethyl)-2-phenylpyrrolo[2,3-b]pyridine (0.35 g, 1.5 mmol) and phenacyl bromide (0.36 g) in acetonitrile (5 ml) was refluxed for 18 h. The resulting solid product was isolated by filtration and washed with diethyl ether to give pure 3-(cyanomethyl)-7-phenacyl-2-phenylpyrrolo[2,3-b]pyridine hydrobromide (0.46 g, 70%).

Workup

  1. customThe resulting solid product was isolated by filtration
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-ff78333b318c49ecbeb12698bcda7ca3
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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