Magnesium → HCID 117831023, compound

HRID 518924Notes

Reaction equation

HRID 518924 reaction equation
CC1C=CC(S([N:11]2[C@H:20]([CH2:21][CH2:22][CH2:23][N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)(=O)=O)=CC=1.[Mg]>CO>[N:24]1([CH2:23][CH2:22][CH2:21][C@@H:20]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][NH:11]2)[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 5462224MagnesiumHCID 117830903HCID 117830903, compound

Product 1

HCID 117831023HCID 117831023, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.50 g (3.62 mmol) of the compound obtained in Step E in 20 mL of anhydrous methanol there are added 2.0 g (82.3 mmol), in portions, of magnesium turnings. The batch is stirred in the presence of ultrasound for 96 hours. The reaction mixture is then filtered, the solid is washed several times with methanol, and the filtrate is concentrated to dryness. After purification by chromatography over silica gel (dichloromethane/EtOH/NH4OH gradient), the expected product is obtained in the form of an oil.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. washthe solid is washed several times with methanol
  3. concentrationthe filtrate is concentrated to dryness
  4. customAfter purification by chromatography over silica gel (dichloromethane/EtOH/NH4OH gradient)

Sources & evidence

ORD record
ord-1dd33617769b42efa767b042571d8908
Source dataset
uspto-grants-2015_08
Patent number
US09115159B2

Reaction notes

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