N-bromobutanimide → HCID 68430523, compound

HRID 659942Notes

Reaction equation

HRID 659942 reaction equation
[Br:1]N1C(=O)CCC1=O.[N:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:23][C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=2)=[CH:11][CH:10]=1>ClC(Cl)(Cl)Cl>[Br:1][C:16]1[C:17]2=[N:18][CH:19]=[CH:20][CH:21]=[C:22]2[NH:23][C:15]=1[C:12]1[CH:13]=[CH:14][N:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 53758566HCID 53758566, compound

Product 1

HCID 68430523HCID 68430523, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
50 °C

Procedure

800 mg of N-bromosuccinimide (4 mmole) is added to a solution of 720 mg (3.7 mmoles) of 2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine in tetrachloromethane. The brown reaction mixture is stirred 5 hours at 50° C. and concentrated. The brown residue is purified by chromatography on silica gel (ethylacetate/methanol 9/1) to give 650 mg of 3-Bromo-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine as white crystals.

Workup

  1. concentrationconcentrated
  2. customThe brown residue is purified by chromatography on silica gel (ethylacetate/methanol 9/1)

Sources & evidence

ORD record
ord-25195333873b4a77858d10bdb90c7c16
Source dataset
uspto-grants-2011_12
Patent number
US08084395B2

Reaction notes

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