HCID 67370966, compound → HCID 67373117, compound

HRID 1500780Notes

Reaction equation

HRID 1500780 reaction equation
[N+:1]([C:4]1[C:5]([NH:19][CH:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:6][C:7]([C:10]2[CH:11]=[N:12][N:13]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=23)=[N:8][CH:9]=1)([O-])=O>[Pd].C(O)C>[N:12]1[N:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]2=[C:10]([C:7]2[N:6]=[C:5]([NH:19][CH:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)[C:4]([NH2:1])=[CH:9][N:8]=2)[CH:11]=1

Participants

4

Reactant 1

HCID 67370966HCID 67370966, compound

Product 1

HCID 67373117HCID 67373117, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Palladium on carbon (0.392 g, 0.37 mmol) was added to a suspension of 5-nitro-2-(pyrazolo[1,5-a]pyrazin-3-yl)-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amine (Preparation 25, 0.785 g, 2.31 mmol) in ethanol (50 mL) and the mixture was stirred under an hydrogen atmosphere at ambient temperature. After 4 hours, the mixture was filtered through Celite® and the filter cake was washed with ethanol. The combined filtrate and washings were evaporated to give the title compound (0.670 g, 94%) as a pale green solid.

Workup

  1. filtrationthe mixture was filtered through Celite®
  2. washthe filter cake was washed with ethanol
  3. customThe combined filtrate and washings were evaporated

Sources & evidence

ORD record
ord-cb8a71d36fbe4dab8e7bc4cd45639bd3
Source dataset
uspto-grants-2015_12
Patent number
US09206183B2

Reaction notes

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