N-bromobutanimide → HCID 178478408, compound

HRID 1909982

Reaction equation

HRID 1909982 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][NH:5][C:4]2=[N:8][CH:9]=[CH:10][C:3]=12.C1C(=O)N([Br:18])C(=O)C1>C(Cl)(Cl)Cl>[Br:18][C:10]1[C:3]2[C:4]([NH:5][CH:6]=[N:7][C:2]=2[Cl:1])=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 178418725HCID 178418725, compound

Product 1

HCID 178478408HCID 178478408, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
70 °C

Procedure

To 4-chloro-1H-pyrrolo[2,3-d]pyrimidine (5 g, 32.6 mmol) in Chloroform (100 mL) was added NBS (6.08 g, 34.2 mmol), and the reaction mixture was stirred a 70° C. for 3 hours. The reaction was allowed to cool to room temperature, and the mixture was filtered, washing the solid with additional CHCl3 to afford 5-bromo-4-chloro-1H-pyrrolo[2,3-d]pyrimidine as an off-white solid.

Workup

  1. temperatureto cool to room temperature
  2. filtrationthe mixture was filtered
  3. washwashing the solid with additional CHCl3

Sources & evidence

ORD record
ord-de520ba181b3408fbfd83e65f1c54dbb
Source dataset
uspto-grants-2013_12
Patent number
US08598156B2

Linked notes

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