Water → HCID 20442972, compound

HRID 1632534Notes

Reaction equation

HRID 1632534 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[C:12]([NH:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[CH:19]=2)=[N:11][C:10]([CH2:31][CH2:32][CH2:33][C:34](OCC)=[O:35])=[N:9]1.O.[OH-].[Na+]>O1CCCC1>[CH3:7][N:8]1[C:12]([NH:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[CH:19]=2)=[N:11][C:10]([CH2:31][CH2:32][CH2:33][CH2:34][OH:35])=[N:9]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 20442989HCID 20442989, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20442972HCID 20442972, compoundYield 103.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminium hydride (1.41 g) was added to a solution of ethyl 1-methyl-5-[[3-[3-(1-piperidinylmethyl)phenoxy]propyl]amino]-1H-1,2,4-triazole-3-butanoate (3.3 g) in anhydrous tetrahydrofuran (100 ml), under nitrogen, and the mixture stirred at 20° for 18 h. Successively, water (1.4 ml), 5N sodium hydroxide (1.4 ml) and water (3 ml) were added, the mixture was filtered and the filtrate evaporated to give an oil (3.1 g). The oil was chromatographed on silica using dichloromethane:ethanol:0.88 ammonia 70:8:1 as eluent to give the title compound (2.4 g) as a green oil.

Workup

  1. filtrationthe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-2be301ae3ce640c68657b448417e03a7
Source dataset
uspto-grants-1984_10
Patent number
US04476126

Reaction notes

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