Sodium Hydroxide → HCID 68703308, compound

HRID 1175183Notes

Reaction equation

HRID 1175183 reaction equation
Cl.[CH3:2][O:3][C:4]([N:6]1[CH2:11][CH:10]=[CH:9][C@H:8]2[NH:12][C:13]([NH2:15])=[N:14][C@@H:7]12)=[O:5].[OH-].[Na+]>P([O-])([O-])([O-])=O>[CH3:2][O:3][C:4](=[O:5])[NH:6][CH2:11][CH:10]=[CH:9][C:8]1[NH:12][CH:13]([NH2:15])[NH:14][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11644329HCID 11644329, compound

Product 1

HCID 68703308HCID 68703308, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

0.111 g (0.47 mmol) of the methyl ester of 2-amino-1,3a,5,7a-tetrahydroimidazo[4,5-b]pyridine-4-carboxylic acid 4 is added to 4 ml of a NaOH solution (1 ml). The reaction mixture is brought to reflux with stirring for 5 minutes (reaction monitored by TLC). After cooling, a phosphate buffer solution (pH=7) (20 ml) is added and the mixture is extracted with BuOH until exhausted. The organic phases are combined and evaporated to dryness to give 0.079 g of allyl amine 16 in the form of a brown solid with a yield of 85%.

Workup

  1. temperatureto reflux
  2. custom(reaction monitored by TLC)
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with BuOH
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-ba37fc3960df4724a686b4731f3fd88e
Source dataset
uspto-grants-2010_11
Patent number
US07838681B2

Reaction notes

Loading…