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

HRID 2247115Notes

Reaction equation

HRID 2247115 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 Hydroxide2×HCID 13741557Fluvastatin methyl ester

Product 1

HCID 16760425sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoateYield 78.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

Fluvastatin methyl ester (10.0 g) was dissolved in acetone (150 ml) and a solution of NaOH (0.94 g) in MeOH (10 ml) was added. After 26.5 h, NaOH (0.47 g) was added and the mixture was stirred at room temperature over night. The product was isolated by filtration under nitrogen, washed with acetone (20 ml) and dried at 50EC in a vacuum oven for 23 h to obtain 8.01 g of fluvastatin sodium crystal Form LXVII.

Workup

  1. customThe product was isolated by filtration under nitrogen
  2. washwashed with acetone (20 ml)
  3. customdried at 50EC in a vacuum oven for 23 h

Sources & evidence

ORD record
ord-231de298ccac484bab29a7ccb9a506a0
Source dataset
uspto-grants-2010_03
Patent number
US07687642B2

Reaction notes

Loading…