Aluminium lithium hydride → HCID 54350081, compound

HRID 2058728Notes

Reaction equation

HRID 2058728 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][CH:25]=1)[O:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([NH:19][C:20](=O)[CH3:21])[N:14]=1)[CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:18][N:17]1[C:13]([NH:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:23]=[CH:24][CH:25]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[CH:6]=2)=[N:14][C:15]([NH:19][CH2:20][CH3:21])=[N:16]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21297601N-[5-[[3-[3-[(Dimethylamino)methyl]phenoxy]propyl]amino]-1-methyl-1H-1,2,4-triazol-3-yl]acetamide

Product 1

HCID 54350081HCID 54350081, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-[5-[[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-amino]-1-methyl-1H-1,2,4-triazol-3-yl]acetamide (1.1 g), lithium aluminium hydride (0.15 g) and tetrahydrofuran (20 ml) was heated at reflux for 12 h under a nitrogen atmosphere. The mixture was quenched with water (5 ml), filtered and the filtrate distilled to give the title compound as a pale yellow oil (0.6 g) b.p. 220°/0.06 mm. TLC silica, methanol/0.88 ammonia 80:1, Rf 0.54.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 12 h under a nitrogen atmosphere
  3. customThe mixture was quenched with water (5 ml)
  4. filtrationfiltered
  5. distillationthe filtrate distilled

Sources & evidence

ORD record
ord-7e3e2e51679a405e87e597a8e7c0d346
Source dataset
uspto-grants-1982_03
Patent number
US04318913

Reaction notes

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