4-cyclopentenyl-7H-pyrrolo[2,3-d]pyrimidine → 4-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 472061Notes

Reaction equation

HRID 472061 reaction equation
[C:1]1([C:6]2[C:7]3[CH:14]=[CH:13][NH:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH2:5][CH2:4][CH2:3][CH:2]=1>CCOC(C)=O.[Pd]>[CH:1]1([C:6]2[C:7]3[CH:14]=[CH:13][NH:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 116297124-cyclopentenyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 116369524-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidineYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-cyclopentenyl-7H-pyrrolo[2,3-d]pyrimidine (11 mg, 0.060 mmol) and Pd-C (10% on carbon, 22 mg) in EtOAc (1 mL) was stirred under H2 atmosphere (balloon) for 5 h. The mixture was filtered and concentrated to provide the title compound (10 mg) as a white solid.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-dee465334f8f428190deeb6c62a5bd1c
Source dataset
uspto-grants-2014_01
Patent number
US08633205B2

Reaction notes

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