Sodium Methoxide → HCID 58828518, compound

HRID 2358312Notes

Reaction equation

HRID 2358312 reaction equation
C[O-].[Na+].[C:4]([CH2:6][N:7]([CH3:22])[C:8]([C:10]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:11]=1[C:12](OC)=[O:13])=[O:9])#[N:5]>CO>[OH:13][C:12]1[C:11]2[C:10](=[CH:19][CH:18]=[C:17]([O:20][CH3:21])[CH:16]=2)[C:8](=[O:9])[N:7]([CH3:22])[C:6]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 58828537HCID 58828537, compound

Product 1

HCID 58828518HCID 58828518, compoundYield 145.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOMe (4.4M in MeOH, 1.2 mL, 5.3 mmol) was added to a solution of the ester 126 (0.69 g, 2.6 mmol) in MeOH (20 mL). The resulting mixture was heated at reflux for 2 h. It was then cooled and concentrated. 1M HCl in ether (5.5 mL) was added and the mixture filtered and concentrated to give the product 127 as a tan solid (0.87 g).

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 2 h
  3. temperatureIt was then cooled
  4. concentrationconcentrated
  5. addition1M HCl in ether (5.5 mL) was added
  6. filtrationthe mixture filtered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-3e2cde7be95f4634b1b2ce7e3e4879b0
Source dataset
uspto-grants-2010_07
Patent number
US07763614B2

Reaction notes

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