HCID 71250748, compound → 3-(Boc-aMino)-3-fluoroazetidine

HRID 1487012Notes

Reaction equation

HRID 1487012 reaction equation
C([N:14]1[CH2:17][C:16]([CH2:19][NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])([F:18])[CH2:15]1)(C1C=CC=CC=1)C1C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[F:18][C:16]1([CH2:19][NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])[CH2:15][NH:14][CH2:17]1

Participants

4

Reactant 1

HCID 71250748HCID 71250748, compound

Product 1

HCID 712507473-(Boc-aMino)-3-fluoroazetidineYield 72.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl (1-benzhydryl-3-fluoroazetidin-3-yl)methylcarbamate (0.6 g, 1.35 mmol) was dissolved in ethanol and Pd(OH)2 (0.38 gm, 2.7 mmol) was added. The reaction mixture was stirred at rt for 14 h under H2 atmosphere. The solids were removed by filtration and the filtrate was concentrated under reduced pressure to afford 0.2 g of tert-butyl (3-fluoroazetidin-3-yl)methylcarbamate (66% yield).

Workup

  1. customThe solids were removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-486d9d02e9e9469a8587e39d9d13a412
Source dataset
uspto-grants-2016_08
Patent number
US09428490B2

Reaction notes

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