Sodium Hydroxide → HCID 21392684, compound

HRID 462006Notes

Reaction equation

HRID 462006 reaction equation
[CH:1]12[CH:7]([CH2:8][CH2:9][NH:10][C:11]([C:13]3[S:17][C:16]([O:18][CH:19]=[C:20]4[O:24]C(C)(C)N(C(C)(C)C)[CH2:21]4)=[N:15][CH:14]=3)=[O:12])[CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[OH-].[Na+]>C(OCC)(=O)C>[C:1]([CH2:21][CH:20]([OH:24])[CH2:19][O:18][C:16]1[S:17][C:13]([C:11]([NH:10][CH2:9][CH2:8][CH:7]2[CH:4]3[CH2:5][CH2:6][CH:1]2[CH2:2][CH2:3]3)=[O:12])=[CH:14][N:15]=1)([CH3:7])([CH3:6])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54051379HCID 54051379, compound

Product 1

HCID 21392684HCID 21392684, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This example illustrates methods of converting the compounds of formula III into the compounds of formula II of the invention. In this example 1 g. of 5-(5-[2-(bicyclo[2.2.1]-hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)methylene-N-t-butyl-2,2-dimethyloxazolidine is dissolved in 50 ml. of ethyl acetate and this solution is treated with aqueous 5% sodium hydroxide (20 ml.) at 20° C. The mixture is allowed to stand for 0.5 hours, washed three times with water, dried over magnesium sulfate and then evaporated to dryness affording 1-t-butyl-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)-propan-2-ol.

Workup

  1. washwashed three times with water
  2. dry with materialdried over magnesium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-c22d8a225b3a4ae8b7433714c49f7e65
Source dataset
uspto-grants-1977_12
Patent number
US04064258

Reaction notes

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