Dichloromethane → HCID 178508312, compound

HRID 1984055Notes

Reaction equation

HRID 1984055 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

Conditions

Temperature
80 °C

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° C., 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. additionwas added
  2. washthe organic layer was washed with sat. aq. NaHCO3 and brine
  3. customDrying
  4. concentration(Na2SO4) and concentration

Sources & evidence

ORD record
ord-258d58e08c5e44529bdda9b3d6878af5
Source dataset
uspto-grants-2009_06
Patent number
US07544672B2

Reaction notes

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