HCID 20477992, compound → (2-{[2-(Dimethylamino)ethyl]amino}-4,6-dimethylpyridin-3-yl)methanol

HRID 904898Notes

Reaction equation

HRID 904898 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH3:25])[CH2:9][CH2:10][NH:11][C:12]1[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[C:13]=1[C:14](OCC)=[O:15]>O1CCCC1>[CH3:7][N:8]([CH3:25])[CH2:9][CH2:10][NH:11][C:12]1[C:13]([CH2:14][OH:15])=[C:19]([CH3:24])[CH:20]=[C:21]([CH3:23])[N:22]=1

Participants

4

Reactant 2

HCID 20477992HCID 20477992, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20477995(2-{[2-(Dimethylamino)ethyl]amino}-4,6-dimethylpyridin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminum hydride (3.5 g, 92 mmol) in dry tetrahydrofuran (160 ml) is added dropwise a solution of crude ethyl 2-(2-dimethylaminoethylamino)-4,6-dimethylnicotinate (18.5 g, 70 mmol) in dry tetrahydrofuran (100 ml) under a nitrogen atmosphere. Reaction mixture is refluxed for 11/2 hours, cooled, quenched with saturated sodium sulfate solution filtered, dried and evaporated to give 15.0 g of crude title C product.

Workup

  1. customReaction mixture
  2. temperatureis refluxed for 11/2 hours
  3. temperaturecooled
  4. customquenched with saturated sodium sulfate solution
  5. filtrationfiltered
  6. customdried
  7. customevaporated
  8. customto give 15.0 g of crude title C product

Sources & evidence

ORD record
ord-6ef33a2fbc3841048004d95aecc17de8
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

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