HCID 9906877, compound → HCID 9818192, compound

HRID 1420773Notes

Reaction equation

HRID 1420773 reaction equation
Br[C:2]1[CH:9]=[C:8]2[N:4]([C:5]3[C:13]([C:14]4[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=4)=[CH:12][S:11][C:6]=3[C:7]2=[O:10])[CH:3]=1.[CH3:22][O-:23].[Na+]>>[CH3:22][O:23][C:2]1[CH:9]=[C:8]2[N:4]([C:5]3[C:13]([C:14]4[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=4)=[CH:12][S:11][C:6]=3[C:7]2=[O:10])[CH:3]=1

Participants

3

Reactant 2

HCID 9906877HCID 9906877, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 9818192HCID 9818192, compound

Procedure

1 equivalent of the compound obtained in Example 12 is stirred, at ambient temperature, into a solution of sodium methanolate. After 12 hours' reaction, the reaction mixture is concentrated under reduced pressure. The residue is taken up in dichloromethane; the organic phase is then washed with a saturated NaCl solution, dried over sodium sulphate and then concentrated under reduced pressure. Chromatography on silica gel (dichloromethane) allows the expected product to be isolated.

Workup

  1. customAfter 12 hours' reaction
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. washthe organic phase is then washed with a saturated NaCl solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customto be isolated

Sources & evidence

ORD record
ord-7cd672cc323f4c6685717e511b5d3afb
Source dataset
uspto-grants-2000_06
Patent number
US06071945

Reaction notes

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