Sodium sulfate decahydrate → HCID 69420168, compound

HRID 349990Notes

Reaction equation

HRID 349990 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][N:28]2[CH:32]=[C:31]([C:33](OCC)=[O:34])[C:30]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[N:29]2)=[CH:23][CH:22]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][N:28]2[CH:32]=[C:31]([CH2:33][OH:34])[C:30]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[N:29]2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 69422789ethyl 1-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazole-4-carboxylate

Product 1

HCID 69420168HCID 69420168, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminium hydride (300 mg) was added gradually to a solution of ethyl 1-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazole-4-carboxylate (1.56 g) in tetrahydrofuran (70 ml) at 0° C., which was stirred for 2 hours. Sodium sulfate-decahydrate (3.40 g) was added to the reaction mixture, and the precipitate was filtered. The filtrate was concentrated, and residue was subjected to silica gel column chromatography to obtain 1-(6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazol-4-ylmethanol (1.27 g, yield 89%) as a colorless oily substance from the fraction eluted with acetone-hexane (2:3, volume ratio).

Workup

  1. filtrationthe precipitate was filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-4779b27a3c884b3aa7be1ae80a093d11
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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