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 659783Notes

Reaction equation

HRID 659783 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-7e408e53cf9a448c9fc340acf4ca4ff2
Source dataset
uspto-grants-2011_12
Patent number
US08080666B2

Reaction notes

Loading…