Tetrahydrofuran → 7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine

HRID 532470Notes

Reaction equation

HRID 532470 reaction equation
[Cl:1][C:2]1[C:3]2[NH:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.O1CCCC1.[Br:16]N1C(=O)CCC1=O>C(OCC)(=O)C>[Br:16][C:8]1[C:4]2[N:5]=[CH:6][N:7]=[C:2]([Cl:1])[C:3]=2[NH:10][CH:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 67184N-bromobutanimideHCID 53706954-chloro-5H-pyrrolo[3,2-d]pyrimidine

Product 1

HCID 529876607-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (100 mg), tetrahydrofuran (5 mL) was added, and N-bromosuccinimide (116 mg) was further added thereto, followed by stirring for 1 hour. After completion of the reaction, the reaction mixture was mixed with ethyl acetate and washed with water. The washed mixture was dried over anhydrous sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound.

Workup

  1. customAfter completion of the reaction
  2. washwashed with water
  3. dry with materialThe washed mixture was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-cf21458fd1b4488ebd2201ecfae11a77
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Reaction notes

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