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

HRID 2247114Notes

Reaction equation

HRID 2247114 reaction equation
[CH3:1][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[C@H:15]([OH:24])[CH2:16][C@H:17]([OH:23])[CH2:18][C:19]([O:21]C)=[O:20])=[C:11]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH3:3].[OH-].[Na+:33]>CC(C)=O.CO>[CH3:3][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[CH:15]([OH:24])[CH2:16][CH:17]([OH:23])[CH2:18][C:19]([O-:21])=[O:20])=[C:11]([C:25]2[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]1=2)[CH3:1].[Na+:33]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13741557Fluvastatin methyl ester

Product 1

HCID 16760425sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoateYield 83.1%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

Fluvastatin methyl ester (3.0 g) was dissolved in acetone (45 ml), a solution of NaOH (0.58 g) in MeOH (8 ml) was added and the mixture was stirred at room temperature for another 3.75 h. The product was isolated by filtration under nitrogen, washed with acetone (40 ml) and dried at 50EC in a vacuum oven for 21 h to obtain 2.54 g of fluvastatin sodium crystal Form LXVII.

Workup

  1. customThe product was isolated by filtration under nitrogen
  2. washwashed with acetone (40 ml)
  3. customdried at 50EC in a vacuum oven for 21 h

Sources & evidence

ORD record
ord-59796ef7b20f407e9110c1d36d773f61
Source dataset
uspto-grants-2010_03
Patent number
US07687642B2

Reaction notes

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