4-dimethylamino-2-[2-(4-fluorophenyl)acetyl]-pyrazolidine-1-carboxylic acid benzyl ester HCl salt → 1-(4-Dimethylamino-pyrazolidin-1-yl)-2-(4-fluorophenyl)-ethanone

HRID 1581529Notes

Reaction equation

HRID 1581529 reaction equation
Cl.C(OC([N:12]1[CH2:16][CH:15]([N:17]([CH3:19])[CH3:18])[CH2:14][N:13]1[C:20](=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=O)C1C=CC=CC=1>CO.[Pd]>[CH3:19][N:17]([CH3:18])[CH:15]1[CH2:14][N:13]([C:20](=[O:29])[CH2:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[NH:12][CH2:16]1

Participants

4

Reactant 1

HCID 692205664-dimethylamino-2-[2-(4-fluorophenyl)acetyl]-pyrazolidine-1-carboxylic acid benzyl ester HCl salt

Product 1

HCID 219921971-(4-Dimethylamino-pyrazolidin-1-yl)-2-(4-fluorophenyl)-ethanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-dimethylamino-2-[2-(4-fluorophenyl)acetyl]-pyrazolidine-1-carboxylic acid benzyl ester HCl salt, 21, (4.22 g, 10 mmol) is dissolved in methanol and Pd/C (100 mg) is added. The solution is then hydrogenated of a Parr® Hydrogenation Apparatus 18 hours after which time the catalyst is removed by filtration and the filtrate concentrated in vacuo to afford the desired product.

Workup

  1. customis then hydrogenated of a Parr® Hydrogenation Apparatus 18 hours
  2. customis removed by filtration
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-f1c2bd9f632a45c0ab6b75893a058ee5
Source dataset
uspto-grants-2004_05
Patent number
US06730668B2

Reaction notes

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