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 2170568Notes

Reaction equation

HRID 2170568 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-4a6e7b76804246559e30dfd615b2047d
Source dataset
uspto-grants-2015_06
Patent number
US09051278B2

Reaction notes

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