Hydrochloric Acid → 7H-pyrrolo[2,3-d]pyrimidin-4-ylmethanamine dihydrochloride

HRID 888130Notes

Reaction equation

HRID 888130 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([C:10]#[N:11])=[N:3][CH:2]=1.[ClH:12]>CCO.[Pd]>[ClH:12].[ClH:12].[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([CH2:10][NH2:11])=[N:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 552884807H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile

Product 1

HCID 692640197H-pyrrolo[2,3-d]pyrimidin-4-ylmethanamine dihydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile (86 mg, 0.597 mmol) was dissolved in EtOH (2 mL), then added concentrated HCl (0.2 mL, 2.39 mmol) and 10% Pd/C (20 mg). The reaction was put under a balloon of H2 gas and stirred for 6 h. The mixture was filtered through a pad of Celite®, washing with MeOH. The filtrate was concentrated in vacuo to yield C-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-methylamine dihydrochloride as an orange solid.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite®
  2. washwashing with MeOH
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-dfaf944ec0fc4ea19cada13d08d0b2c9
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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