HCID 59526803, compound → HCID 59526811, compound

HRID 1920700Notes

Reaction equation

HRID 1920700 reaction equation
C([N:8]1[CH2:12][CH2:11][C@@H:10]([C@@H:13]([NH:15][CH2:16][CH2:17][F:18])[CH3:14])[CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[F:18][CH2:17][CH2:16][NH:15][C@H:13]([C@@H:10]1[CH2:11][CH2:12][NH:8][CH2:9]1)[CH3:14]

Participants

4

Reactant 1

HCID 59526803HCID 59526803, compound

Product 1

HCID 59526811HCID 59526811, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of (S)-1-((R)-1-benzylpyrrolidin-3-yl)-N-(2-fluoroethyl)ethanamine (0.27 g, 1.08 mmol) and palladium hydroxide (0.27 g, 20 wt. % Pd on carbon, 50% wet) in ethanol (8.0 mL) is heated at 40° C. for 15 h under an atmosphere of hydrogen, and cooled to rt. The resulting mixture is filtered through a Büchner funnel on a layer of Celite washing with methanol. The filtrate is evaporated under reduced pressure to afford the title compound in quantitative yield (0.17 g). The residue obtained is used in the next reaction without further purification.

Workup

  1. filtrationThe resulting mixture is filtered through a Büchner funnel on a layer of Celite
  2. washwashing with methanol
  3. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-e44a0e7932ad40f892cb9f10edf75766
Source dataset
uspto-grants-2012_05
Patent number
US08173636B2

Reaction notes

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