Dichloromethane → HCID 178508312, compound

HRID 417830Notes

Reaction equation

HRID 417830 reaction equation
C([NH:7][C:8]1[NH:13][C:12]2=[N:14][CH:15]=[CH:16][C:11]2=[CH:10][N:9]=1)(=O)C(C)(C)C.C(Cl)Cl>CCO.[Cl-].[Cl-].[Zn+2]>[NH2:7][C:8]1[NH:13][C:12]2=[N:14][CH:15]=[CH:16][C:11]2=[CH:10][N:9]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 178447240HCID 178447240, compound

Product 1

HCID 178508312HCID 178508312, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 702EthanolSolvent

Procedure

A suspension of 2-(pivaloylamino)-pyrrolo[2,3-d]pyrimidine and ZnCl2 (3-20 equiv.) in wet EtOH (5 vol % water) was heated to 80 AC, and monitored by HPLC. When the reaction reached completion, DCM was added, and the organic layer was washed with sat. aq. NaHCO3 and brine. Drying (Na2SO4) and concentration afforded the desired 2-amino-pyrrolo[2,3-d]pyrimidine.

Workup

  1. temperaturewas heated to 80 AC
  2. additionwas added
  3. washthe organic layer was washed with sat. aq. NaHCO3 and brine
  4. customDrying
  5. concentration(Na2SO4) and concentration

Sources & evidence

ORD record
ord-db056a0f55984af0957e69dd6f22aefe
Source dataset
uspto-grants-2012_01
Patent number
US08093229B2

Reaction notes

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