HCID 89812992, compound → HCID 89813147, compound

HRID 1481232Notes

Reaction equation

HRID 1481232 reaction equation
[C:1]([O:5][C:6](=[O:17])[CH:7]([C:15]#[N:16])[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1)([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][C:11]([F:14])=[CH:10][CH:9]=1)[CH2:15][NH2:16])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 89812992HCID 89812992, compound

Product 1

HCID 89813147HCID 89813147, compoundYield 33.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Cyano-(4-fluoro-phenyl)-acetic acid tert-butyl ester (3.78 g) was mixed with Raney nickel (5 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-(4-fluoro-phenyl)-propionic acid tert-butyl ester (1.3 g).

Workup

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

Sources & evidence

ORD record
ord-0fce86e6bf4443e3aaa3408f06c5f8a7
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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