Sodium Hydroxide → sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate

HRID 2247086

Reaction equation

HRID 2247086 reaction equation
[CH3:1][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[CH:15]([OH:23])[CH2:16][CH:17]([OH:22])[CH2:18][C:19]([OH:21])=[O:20])=[C:11]([C:24]2[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]1=2)[CH3:3].[OH-].[Na+:32]>C1CCCCC1.CO>[CH3:3][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[CH:15]([OH:23])[CH2:16][CH:17]([OH:22])[CH2:18][C:19]([O-:21])=[O:20])=[C:11]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]1=2)[CH3:1].[Na+:32]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 5353627(6E)-7-(3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl)-3,5-dihydroxyhept-6-enoic acid

Product 1

HCID 16760425sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8078CyclohexaneSolvent

Procedure

In another preferred process, a lower alkyl ester of fluvastatin is suspended in cyclohexane. Then, about one molar equivalent of sodium hydroxide dissolved in a minimum of protic solvent like methanol, is added to the suspension. The addition should cause the suspension to clarify. Upon standing, fluvastatin sodium may precipitate from the solution in amorphous form. Otherwise, additional cyclohexane can be added to induce precipitation.

Workup

  1. additionis added to the suspension
  2. additionThe addition
  3. customfluvastatin sodium may precipitate from the solution in amorphous form
  4. additionOtherwise, additional cyclohexane can be added
  5. customprecipitation

Sources & evidence

ORD record
ord-8c986a6a008d4b3d97069bbbb113f44e
Source dataset
uspto-grants-2010_03
Patent number
US07687642B2

Linked notes

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