1h-Pyrazole-3-carboxamide,4-nitro-1-(tetrahydro-2h-pyran-2-yl)-n-[trans-4-[(tetrahydro-2h-pyran-2-yl)oxy]cyclohexyl]- → HCID 178508057, compound

HRID 20300Notes

Reaction equation

HRID 20300 reaction equation
O1CCCCC1[O:7][CH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[C:21]([N+:22]([O-])=O)=[CH:20][N:19](C3CCCCO3)[N:18]=2)=[O:16])[CH2:10][CH2:9]1>CO.[Pd]>[OH:7][CH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[C:21]([NH2:22])=[CH:20][NH:19][N:18]=2)=[O:16])[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 668568191h-Pyrazole-3-carboxamide,4-nitro-1-(tetrahydro-2h-pyran-2-yl)-n-[trans-4-[(tetrahydro-2h-pyran-2-yl)oxy]cyclohexyl]-

Product 1

HCID 178508057HCID 178508057, compoundYield 165.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-nitro-1-(tetrahydro-pyran-2-yl)-1H-pyrazole-3-carboxylic acid [4-(tetrahydro-pyran-2-yloxy)-cyclohexyl]-amide (0.3 g; 0.71 mmol) in methanol (25 ml), was treated with 10% palladium on carbon (30 mg) then hydrogenated at room temperature and pressure overnight. The catalyst was removed by filtration and washed three times with methanol. The filtrate was evaporated to give 0.264 g of the required product. (LC/MS: Rt 2.39, [M+H]+ 393).

Workup

  1. customthen hydrogenated at room temperature
  2. custompressure overnight
  3. customThe catalyst was removed by filtration
  4. washwashed three times with methanol
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-f1e6e30c813e41a6b16d6bd09d048703
Source dataset
uspto-grants-2010_06
Patent number
US07745638B2

Reaction notes

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