Bromine → 5-bromo-7H-pyrrolo[2,3-d]pyrimidine

HRID 1775145Notes

Reaction equation

HRID 1775145 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[CH:4]=[N:3][CH:2]=1.[Br:10]Br>C(Cl)(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[Br:10][C:9]1[C:5]2[CH:4]=[N:3][CH:2]=[N:1][C:6]=2[NH:7][CH:8]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 2615917H-Pyrrolo(2,3-d)pyrimidine

Product 1

HCID 107980055-bromo-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6212ChloroformSolvent

Procedure

5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (7) is prepared by dissolving 7H-pyrrolo[2,3-d]pyrimidine (6) in chloroform and slowly adding Br2 in carbon tetrachloride at 0° C. After stirring for 1-2 hours, the reaction may be quenched in aqueous hydrochloric acid. Isolation by conventional means (e.g. extraction and silica gel chromatography) provides compound 7.

Workup

  1. custom5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (7) is prepared
  2. customthe reaction
  3. custommay be quenched in aqueous hydrochloric acid
  4. extractionIsolation by conventional means (e.g. extraction and silica gel chromatography)

Sources & evidence

ORD record
ord-e45b844e88eb43d4b37c0b8ecb039266
Source dataset
uspto-grants-2016_02
Patent number
US09260437B2

Reaction notes

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