Water → HCID 20439405, compound

HRID 1979534Notes

Reaction equation

HRID 1979534 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[C:12]([NH:13][C:14](=O)[CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH:20]=2)=[N:11][N:10]=[C:9]1[C:33](OC)=[O:34].O.[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:7][N:8]1[C:12]([NH:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH:20]=2)=[N:11][N:10]=[C:9]1[CH2:33][OH:34]

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 20439397HCID 20439397, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20439405HCID 20439405, compoundYield 7.7%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Lithium aluminium hydride (0.46 g) was added to a solution or methyl 4-methyl-5-[[1-oxo-4[3-(1-piperidinylmethyl)phenoxy]butyl]amino]-4H-1,2,4-triazole-3-carboxylate (0.58 g) in dry tetrahydrofuran (20 ml) under an atmosphere of dry nitrogen. The grey suspension was stirred at room temperature for 3.5 h before adding water (0.5 ml), 15% aqueous sodium hydroxide (1.0 ml), water (0.5 ml) and ethyl acetate (20 ml). The suspension was filtered and the filtrate was evaporated under reduced pressure to give a solid which was recrystallised from ethyl acetate (5 ml) to give the title compound as a white solid (0.04 g) m.p. 128°-30°.

Workup

  1. filtrationThe suspension was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customto give a solid which
  4. customwas recrystallised from ethyl acetate (5 ml)

Sources & evidence

ORD record
ord-b09a690f44c8424c8f8674b041a7bedc
Source dataset
uspto-grants-1984_11
Patent number
US04481199

Reaction notes

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