7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro- → 7H-Pyrrolo(2,3-d)pyrimidine

HRID 2039715Notes

Reaction equation

HRID 2039715 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1>CO.[H][H].[Pd]>[N:5]1[C:4]2[NH:8][CH:9]=[CH:10][C:3]=2[CH:2]=[N:7][CH:6]=1

Participants

5

Reactant 1

HCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-2×

Product 1

HCID 2615917H-Pyrrolo(2,3-d)pyrimidineYield 99.1%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 23938PalladiumSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

As shown in FIG. 1—step i, 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (compound 1001) (130 mg, 0.847 mmol) was dissolved in 3 mL of methanol and hydrogenated under 1 atm of hydrogen over Pd—C 10% for 16 hours. Concentration to dryness provided 100 mg (98%) of 7H-pyrrolo[2,3-d]pyrimidine [compound 1002, 1H-NMR (CD3OD): δ 9.4 (s, 1H); 9.1 (s, 1H); 7.9 (s, 1H); 7.1 (s, 1H)].

Workup

  1. concentrationConcentration to dryness

Sources & evidence

ORD record
ord-63eb15bc607b4373812219835d2b6c55
Source dataset
uspto-grants-2013_11
Patent number
US08580802B2

Reaction notes

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