Chlorosuccinimide → HCID 57990315, compound

HRID 2281425Notes

Reaction equation

HRID 2281425 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:15][CH2:14][CH2:13]2)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.C1C(=O)N([Cl:23])C(=O)C1>C(Cl)Cl>[Cl:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:15][CH2:14][CH2:13]2)[C:5]2[C:10]([Cl:23])=[CH:9][NH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 57990291HCID 57990291, compound

Product 1

HCID 57990315HCID 57990315, compoundYield 19.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 2-chloro-N-cyclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (102 mg, 0.460 mmol) in CH2Cl2 (5 mL) at room temperature, NCS (68 mg, 0.51 mmol) was added. The mixture was stirred at reflux for 18 h. After being concentrated in vacuo, the residue was purified by HPLC to give 2,5-dichloro-N-cyclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (23 mg).

Workup

  1. temperatureat reflux for 18 h
  2. concentrationAfter being concentrated in vacuo
  3. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-cee72021a83640a6bc1bf58c01e54bdd
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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