Sodium Methoxide → HCID 131717462, compound

HRID 654260Notes

Reaction equation

HRID 654260 reaction equation
[C:1]([C@H:4]1[C@@H:9]([C:10](=[O:12])[NH2:11])[N:8]([CH2:13][C:14](OC)=[O:15])[CH2:7][CH2:6][N:5]1[CH2:18][C:19]([O:21]C)=O)(=[O:3])[NH2:2].C[O-].[Na+]>CO>[C:1]1(=[O:3])[C@@H:4]2[C@H:9]3[C:10](=[O:12])[NH:11][C:14](=[O:15])[CH2:13][N:8]3[CH2:7][CH2:6][N:5]2[CH2:18][C:19](=[O:21])[NH:2]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 12870303HCID 12870303, compound

Product 1

HCID 131717462HCID 131717462, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Method A. To a suspension of diester diamide 10 (1.0 g, 3.16 mmol) in 6 mL of absolute MeOH was slowly added (~10 min) 1.8 mL of NaOMe (25% solution in absolute MeOH, 7.9 mmol) under argon at room temperature. The resulting colorless solution was heated at 60° C. for 4 hours and stirred at room temperature for 16 hours. The solvent was removed under reduced pressure, and the residual white solid was dissolved in 3 mL of H2O. The aqueous solution was acidified (concentrated HCl, pH ~2), and the colorless solid was filtered, washed with 5 mL of cold H2O followed by 5 mL EtOH, and dried; yield 0.54 g, (67%); mp 284°-285° C. dec; Anal. (C10H12N4O4) C, H, N.

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residual white solid was dissolved in 3 mL of H2O
  3. filtrationthe colorless solid was filtered
  4. washwashed with 5 mL of cold H2O
  5. customdried

Sources & evidence

ORD record
ord-33f67443b8f04f32a3c2662f1c725ee4
Source dataset
uspto-grants-1992_07
Patent number
US05130426

Reaction notes

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