Chlorosuccinimide → 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine

HRID 216021Notes

Reaction equation

HRID 216021 reaction equation
[Cl:1][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.C1C(=O)N([Cl:18])C(=O)C1>C(Cl)Cl>[Cl:1][C:2]1[C:3]2[C:10]([Cl:18])=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

Product 1

HCID 111060924,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (154 mg, 1.0 mmol) in CH2Cl2 (6 mL) was added NCS (134 mg, 1.0 mmol). The reaction mixture was refluxed for 18 hours, filtered, and concentrated under vacuum to give the title compound, which was carried on crude. MS (ES+) [M+H]+=189.

Workup

  1. temperatureThe reaction mixture was refluxed for 18 hours
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-9255f8321f1a499db051fa626ef63d39
Source dataset
uspto-grants-2012_06
Patent number
US08193202B2

Reaction notes

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