HCID 89812895, compound → HCID 89812969, compound

HRID 1481235Notes

Reaction equation

HRID 1481235 reaction equation
[C:1]([O:5][C:6](=[O:17])[CH:7]([C:15]#[N:16])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14])([CH3:4])([CH3:3])[CH3:2]>[Ni].CO>[C:1]([O:5][C:6](=[O:17])[CH:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14])[CH2:15][NH2:16])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 89812895HCID 89812895, compound

Product 1

HCID 89812969HCID 89812969, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Cyano-(2-fluoro-phenyl)-acetic acid tert-butyl ester (4.55 g) was mixed with Raney nickel (3 mL, 50% water) in MeOH (100 mL) and stirred under hydrogen balloon at rt overnight. The mixture was then filtered through celite, concentrated to give crude, which was silica gel column purified to give 3-amino-2-(2-fluoro-phenyl)-propionic acid tert-butyl ester (1.4 g).

Workup

  1. filtrationThe mixture was then filtered through celite
  2. concentrationconcentrated
  3. customto give crude, which
  4. custompurified

Sources & evidence

ORD record
ord-d769eb430c53435c865091ce5e6d66c7
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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