Tetrahydrofuran → 1-(4-Amino-1-methyl-1h-pyrazol-3-yl)-3,3-dimethyl-2-pyrrolidinone

HRID 632777Notes

Reaction equation

HRID 632777 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:6][CH2:5][N:4]([C:7]2[C:11]([N+:12]([O-])=O)=[CH:10][N:9]([CH3:15])[N:8]=2)[C:3]1=[O:16].C1COCC1>[C].[Pd].CO>[NH2:12][C:11]1[C:7]([N:4]2[CH2:5][CH2:6][C:2]([CH3:1])([CH3:17])[C:3]2=[O:16])=[N:8][N:9]([CH3:15])[CH:10]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 1180610403,3-dimethyl-1-(1-methyl-4-nitro-1H-pyrazol-3-yl)pyrrolidin-2-one

Product 1

HCID 1180609061-(4-Amino-1-methyl-1h-pyrazol-3-yl)-3,3-dimethyl-2-pyrrolidinoneYield 94.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3,3-dimethyl-1-(1-methyl-4-nitro-1H-pyrazol-3-yl)pyrrolidin-2-one (170 mg), 10% palladium-carbon (76 mg), THF (2 mL) and methanol (2 mL) was stirred at room temperature for 2 hr under hydrogen atmosphere. The reaction mixture was filtered through a membrane filter, and the filtrate was concentrated under reduced pressure to give the title compound (140 mg).

Workup

  1. filtrationThe reaction mixture was filtered through a membrane
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5e0de25fd67349f3b29f571b752d84b6
Source dataset
uspto-grants-2016_04
Patent number
US09321757B2

Reaction notes

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