4-chloro-2-methoxy-7H-pyrrolo[2,3-d]pyrimidine → 2-methoxy-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

HRID 273346Notes

Reaction equation

HRID 273346 reaction equation
Cl[C:2]1[C:3]2[CH:12]=[CH:11][NH:10][C:4]=2[N:5]=[C:6]([O:8][CH3:9])[N:7]=1>CO.[Pd]>[CH3:9][O:8][C:6]1[N:7]=[CH:2][C:3]2[CH2:12][CH2:11][NH:10][C:4]=2[N:5]=1

Participants

4

Reactant 1

HCID 61402294-chloro-2-methoxy-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 691945832-methoxy-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Pd/C (1.000 g, 11.6 mmol) was added to a solution of 4-chloro-2-methoxy-7H-pyrrolo[2,3-d]pyrimidine (0.200 g, 1.09 mmol) in 20 mL anhydrous MeOH under H2 at room temperature. The mixture was stirred for 8 h and then filtered through a pad of Celite. The filtrate was concentrated in vacuo to give 2-methoxy-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine as a major product.

Workup

  1. filtrationfiltered through a pad of Celite
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-aa4022a2d60a4ba2a1e21abc1f0f0068
Source dataset
uspto-grants-2008_11
Patent number
US07456289B2

Reaction notes

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