Sodium hydride → HCID 57321239, compound

HRID 654861Notes

Reaction equation

HRID 654861 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C@@H:10]([C@H:18]([CH3:26])[C@@H:19]([O:21]S(C)(=O)=O)[CH3:20])[CH:11]([N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)O)=[CH:6][CH:5]=1>CN(C)C=O>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C@@:10]2([CH2:11][N:13]3[CH:17]=[N:16][CH:15]=[N:14]3)[C@@H:18]([CH3:26])[C@H:19]([CH3:20])[O:21]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 57192400HCID 57192400, compound

Product 1

HCID 57321239HCID 57321239, compoundYield 19.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

28 mg (1.003 mmole) of sodium hydride (as a 60% w/w dispersion in mineral oil) was added, whilst ice-cooling, to a solution of 200 mg (0.59 mmole) of (2R*,3S*,4S*)-2-(4-chlorophenyl)-3-methyl-4-methanesulfonyloxy-1-(1H-1,2,4-triazol-1-yl)pentanol in 5 ml of dimethylformamide, and the resulting mixture was stirred for 1.5 hours. At the end of this time, the reaction mixture was treated in a similar manner to that described in Example 60, to afford 32.3 mg (yield 19.7%) of the title compound as an oil.

Workup

  1. additionAt the end of this time, the reaction mixture was treated in a similar manner to that

Sources & evidence

ORD record
ord-43ed438daa6b41a19ab2f7b006eb5b4b
Source dataset
uspto-grants-1992_07
Patent number
US05134152

Reaction notes

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