Sodium Hydroxide → HCID 76567883, compound

HRID 1728154Notes

Reaction equation

HRID 1728154 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:42])[C:10]3([CH:15]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=4)[CH2:14][C:13](=[O:23])[NH:12][CH:11]3[C:24]3[CH:29]=[C:28]([C:30]#[C:31][Si](C)(C)C)[CH:27]=[CH:26][C:25]=3[O:36][CH2:37][CH:38]([OH:41])[CH2:39][OH:40])[C:5]2=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:42])[C:10]3([CH:15]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=4)[CH2:14][C:13](=[O:23])[NH:12][CH:11]3[C:24]3[CH:29]=[C:28]([C:30]#[CH:31])[CH:27]=[CH:26][C:25]=3[O:36][CH2:37][CH:38]([OH:41])[CH2:39][OH:40])[C:5]2=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 76568063HCID 76568063, compound

Product 1

HCID 76567883HCID 76567883, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-(2,3-dihydroxy-propoxy)-5-(2-trimethylsilanyl-ethynyl)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′-dione (7.8 mg, 0.013 mmol) in MeOH (3 ml) was added 2N NaOH (1 mL) dropwise. The reaction mixture was stirred at room temperature for 30 min and then extracted with ethyl acetate several times. The combined organic extract was dried over MgSO4 and concentrated to give the title compound as a white solid (6.2 mg). MS (H+), 551

Workup

  1. extractionextracted with ethyl acetate several times
  2. extractionThe combined organic extract
  3. dry with materialwas dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0979e1b7e3d1491bbcf40d1817e41e25
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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