Hydrochloric Acid → HCID 40427065, compound

HRID 1923986Notes

Reaction equation

HRID 1923986 reaction equation
[NH2:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].Cl>C(O)C.O=[Pt]=O>[NH2:1][C@@H:2]([CH2:6][CH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 7009701L-4-Pyridylalanine

Product 1

HCID 40427065HCID 40427065, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2S)-2-amino-3-(pyridin-4-yl)propanoic acid LXXIII (660 mg, 4.0 mmol) in ethanol (120 mL) was added 1 N HCl (10 mL) and PtO2 (150 mg). The mixture was vigorously shaken 70 psi H2 in a Parr apparatus for 48 h. The mixture was filtered through Celite and the filtrate was concentrated to dryness giving crude (2S)-2-amino-3-(piperidin-4-yl)propanoic acid LXXIV as the hydrochloride salt (988 mg). ESIMS found for C8H16NO2 m/z 172.0 (M+).

Workup

  1. customfor 48 h
  2. filtrationThe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-84ec602eb2424276bde373477954dd28
Source dataset
uspto-grants-2012_05
Patent number
US08178490B2

Reaction notes

Loading…