Sodium Hydroxide → HCID 12071474, compound

HRID 566240Notes

Reaction equation

HRID 566240 reaction equation
[Li].[H-].[NH2:3][C:4]1[N:9]=[C:8]([CH2:10][C:11](OCC)=[O:12])[CH:7]=[CH:6][CH:5]=1.[OH-].[Na+]>O1CCCC1.O>[NH2:3][C:4]1[N:9]=[C:8]([CH2:10][CH2:11][OH:12])[CH:7]=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 166653HydrideHCID 3028194LithiumHCID 13060163Ethyl (6-aminopyridin-2-yl)acetate

Product 1

HCID 12071474HCID 12071474, compoundYield 55.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

Lithium alumnium hydride (114 mg) was dissolved in tetrahydrofuran (10 ml). To the solution was added dropwise, at 0° C., a solution of ethyl 2-(6-amino-2-pyridyl)acetate (0.54 g) in tetrahydrofuran (4 ml). The mixture was stirred for 15 minutes at the same temperature. To the reaction mixture were added water (0.12 ml) and 1N sodium hydroxide (0.36 ml), successively. Resulting insolubles were filtered off, and the filtrate was concentrated. The concentrate was purified by means of a column chromatography (carrier: silica gel, 30 g, developing solvent: ethyl acetate-acetone, 4:1) to afford the title compound (0.23 g) as an oily product.

Workup

  1. additionTo the solution was added dropwise, at 0° C.
  2. filtrationResulting insolubles were filtered off
  3. concentrationthe filtrate was concentrated
  4. customThe concentrate was purified by means of a column chromatography (carrier: silica gel, 30 g, developing solvent: ethyl acetate-acetone, 4:1)

Sources & evidence

ORD record
ord-1a55289df07e4da196199319842c2903
Source dataset
uspto-grants-2001_01
Patent number
US06174877B1

Reaction notes

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