Acetic Acid → HCID 131727077, compound

HRID 33280Notes

Reaction equation

HRID 33280 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:12][SiH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])[N:8]([CH2:30][C:31](=[O:40])[NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][N:34]=2)[N:7]=1)=[O:5])C.C(O)(=O)C>C1COCC1.[OH-].[K+]>[C:14]([SiH2:13][O:12][C:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:9]1[N:8]([CH2:30][C:31](=[O:40])[NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][N:34]=2)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 131727076HCID 131727076, compound

Product 1

HCID 131727077HCID 131727077, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14797Potassium HydroxideSolvent

Procedure

To a solution of 2 g 5-(tert-Butyl-diphenyl-silanyloxymethyl)-1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-1H-pyrazole-3-carboxylic acid ethyl ester in 10 ml THF, 7 ml aqueous KOH solution (10%) were added at RT and the mixture was stirred for 16 h. Then the solution was acidified by addition of 10 ml half concentrated acetic acid and extracted with ethyl acetate (3×50 ml). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. Yield: 1.8 g.

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cb64f630e2cf4424ab21dfe7d3d72534
Source dataset
uspto-grants-2008_09
Patent number
US07429581B2

Reaction notes

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