Water ethanol → HCID 20479083, compound

HRID 1649554Notes

Reaction equation

HRID 1649554 reaction equation
Cl.[F:2][CH:3]([CH:7]([NH:10]CC1C=CC=CC=1)[CH2:8][F:9])[C:4]([OH:6])=[O:5].O.C(O)C>[Pd].C(O)(=O)C>[F:2][CH:3]([CH:7]([NH2:10])[CH2:8][F:9])[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 19096565Water ethanolHCID 86020215HCID 86020215, compound

Product 1

HCID 20479083HCID 20479083, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2,4-difluoro 3-benzylaminobutyric acid, hydrochloride prepared as in Step C (1.010 g, 3.84 mM) and 5% palladium on charcoal (type H, 0.150 g) in glacial acetic acid (30 ml) is shaken under hydrogen (60 psi) in a Parr hydrogenator for 16 hours at room temperature. Filtration of the catalyst, and removal of the solvent in vacuo yield a colourless oil. A first crystal crop was isolated by crystallisation from water/ethanol (0.185 g). A second crystal crop was obtained by passing the mother liquors on an ion exchange column (Dowex 50, H+, eluted with water) (0.190 g). Overall yield about 70%.

Workup

  1. filtrationFiltration of the catalyst, and removal of the solvent in vacuo
  2. customyield a colourless oil
  3. customA second crystal crop was obtained
  4. washon an ion exchange column (Dowex 50, H+, eluted with water) (0.190 g)

Sources & evidence

ORD record
ord-de51e4a81aff4a6c9dcc75167f6ada6d
Source dataset
uspto-grants-1983_11
Patent number
US04418077

Reaction notes

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