HCID 68702943, compound → HCID 25025108, compound

HRID 887822Notes

Reaction equation

HRID 887822 reaction equation
[F:1][C:2]1[C:3]2[CH2:14][CH2:13][C:12](=[CH:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])[C:4]=2[C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([CH3:11])[CH:6]=2>CO.[C].[Pd]>[F:1][C:2]1[C:3]2[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])[C:4]=2[C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([CH3:11])[CH:6]=2

Participants

4

Reactant 1

HCID 68702943HCID 68702943, compound

Product 1

HCID 25025108HCID 25025108, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-[2-(5-fluoro-2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)ethyl]propanamide (83.2 mg, 0.290 mmol) in methanol (2.9 mL) was added palladium-carbon powder (8.3 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 7 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→15/85) to give the title compound (77.2 mg, yield 92%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→15/85)

Sources & evidence

ORD record
ord-ecdcfbd1e17b4d8eba6f9a0da6f3fd6f
Source dataset
uspto-grants-2012_08
Patent number
US08247429B2

Reaction notes

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