Chlorosuccinimide → HCID 178478276, compound

HRID 2168212Notes

Reaction equation

HRID 2168212 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([Cl:18])C(=O)C1>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[CH:6][NH:5][C:4]2=[N:8][CH:9]=[C:10]([Cl:18])[C:3]=12

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 178418725HCID 178418725, compound

Product 1

HCID 178478276HCID 178478276, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (1 g, 6.5 mmol, commercially available from e.g. Sigma-Aldrich, Apollo or Alfa Aesar) was dissolved in DCM (30 ml) and then NCS (1.04 g, 7.8 mmol) was added. The reaction mixture was stirred at room temperature for 16 hours, and then heated at 60° C. for 22 hours. After cooling a light yellow solid was obtained by filtration of the desired product in 1.2 g. LCMS [MH+] [email protected] min (5 min run)

Workup

  1. temperatureheated at 60° C. for 22 hours
  2. temperatureAfter cooling a light yellow solid

Sources & evidence

ORD record
ord-87b83f9973d34c32bddcff0c4d085645
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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