Sodium Bicarbonate → HCID 18173103, compound

HRID 395880Notes

Reaction equation

HRID 395880 reaction equation
[O:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:9]2[N:8]=[C:7]([C:14]3[CH2:20][CH:19]4[CH:21](C(O)=O)[CH:16]([CH2:17][CH2:18]4)[CH:15]=3)[NH:6][C:5]=2[C:4](=[O:25])[N:3]1[CH2:26][CH2:27][CH3:28].C([O-])(O)=[O:30].[Na+]>C1COCC1>[O:30]=[C:21]1[CH:16]2[CH2:17][CH2:18][CH:19]1[CH2:20][CH:14]([C:7]1[NH:6][C:5]3[C:4](=[O:25])[N:3]([CH2:26][CH2:27][CH3:28])[C:2](=[O:1])[N:10]([CH2:11][CH2:12][CH3:13])[C:9]=3[N:8]=1)[CH2:15]2

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 18173027HCID 18173027, compound

Product 1

HCID 18173103HCID 18173103, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product (390 mg) from Example 35, was taken in THF (10 ml) 6N HCl (3 ml) and heated to reflux overnight. The next day, after cooling to room temperature, poured over ice, neutralized with NaHCO3, extracted with ethyl acetate, washed with brine and dried over MgSO4. Filtered, concentrated, and purified on silica. Yield (321 mg). Mass (ES+ 359).

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. additionpoured over ice
  4. extractionextracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. filtrationFiltered
  8. concentrationconcentrated
  9. custompurified on silica
  10. customYield (321 mg)

Sources & evidence

ORD record
ord-5e9862c6c370430bbfe23440c0f64a86
Source dataset
uspto-grants-2003_08
Patent number
US06605600B1

Reaction notes

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