4-(6-fluoropyridin-3-yl)-1H-pyrrol-2(5H)-one → 4-(6-Fluoropyridin-3-yl)pyrrolidin-2-one

HRID 595922Notes

Reaction equation

HRID 595922 reaction equation
[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH2:12][NH:11][C:10](=[O:13])[CH:9]=2)=[CH:4][CH:3]=1>CO.[Pd]>[F:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]2[CH2:12][NH:11][C:10](=[O:13])[CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 1180452444-(6-fluoropyridin-3-yl)-1H-pyrrol-2(5H)-one

Product 1

HCID 1180464264-(6-Fluoropyridin-3-yl)pyrrolidin-2-oneYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 4-(6-fluoropyridin-3-yl)-1H-pyrrol-2(5H)-one(190 mg, 1.066 mmol) in MeOH (10 mL) under N2 atmosphere was added Pd—C (227 mg, 0.213 mmol). The reaction mixture was stirred under H2 balloon at room temperature for overnight. Reaction mixture was filtered through Celite, washed with MeOH. Filtrate was evaporated. Azeotrope with toluene (x=3). Yield was 80%. Proceed for next step. LCMS (m/z): 181.0 (MH+), 0.341 min.

Workup

  1. customReaction mixture
  2. filtrationwas filtered through Celite
  3. washwashed with MeOH
  4. customFiltrate was evaporated
  5. custom181.0 (MH+), 0.341 min.

Sources & evidence

ORD record
ord-9229717d83af421c9cbec786ffe28491
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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