L-Alanine → HCID 28317505, compound

HRID 881047Notes

Reaction equation

HRID 881047 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH2:17][C@@H:18]([CH3:22])[C:19]([OH:21])=[O:20]>CCO.O>[N+:8]([C:7]1[C:2]([NH:17][C@H:18]([CH3:22])[C:19]([OH:21])=[O:20])=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

6

Reactant 3

HCID 5950L-AlanineHCID 11430Potassium CarbonateHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 28317505HCID 28317505, compoundYield 69.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

2-Chloro-3-nitropyridine (500 mg, 3.15 mmol) was dissolved in EtOH (12.5 ml), added potassium carbonate (435 mg, 3.15 mmol) and to this mixture (S)-2-aminopropanoic acid (561 mg, 6.3 mmol) in 2.5 ml water was added and refluxed for overnight. Reaction mixture cooled to 0° C. to obtain the solid. Then EtOH was removed on rotavapour and acidified with 2N HCl and solid filtered and dried on vacuum to obtain the title compound (460 mg) as an yellow solid.

Workup

  1. temperaturerefluxed for overnight
  2. customReaction mixture
  3. customto obtain the solid
  4. customThen EtOH was removed on rotavapour
  5. filtrationfiltered
  6. customdried on vacuum

Sources & evidence

ORD record
ord-47f35a4d403b4974b32a57c6043e746e
Source dataset
uspto-grants-2015_03
Patent number
US08993612B2

Reaction notes

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