Hydrochloric Acid → HCID 22449455, compound

HRID 964682Notes

Reaction equation

HRID 964682 reaction equation
[C:1]([NH:4][CH:5]1[C:14](=[O:15])[C:13]2[C:8](=[C:9]([CH3:20])[CH:10]=[CH:11][C:12]=2[NH:16]C(=O)C)[O:7][CH2:6]1)(=[O:3])[CH3:2].Cl.C(=O)(O)[O-].[Na+]>>[C:1]([NH:4][CH:5]1[C:14](=[O:15])[C:13]2[C:8](=[C:9]([CH3:20])[CH:10]=[CH:11][C:12]=2[NH2:16])[O:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22449532HCID 22449532, compound

Product 1

HCID 22449455HCID 22449455, compound

Conditions

Temperature
80 °C

Procedure

The compound prepared in (1) above (100 mg) was added to 3 ml of concentrated hydrochloric acid and heated at 80° C. with stirring for 1 hour. The mixture was cooled, alkalinized with the addition of sodium bicarbonate, and extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was subjected to silica gel column chromatography using chloroform-ethyl acetate (4:1) as an eluant to obtain fractions containing the target compound. The fractions were concentrated to produce 48 mg of the title compound.

Workup

  1. temperatureThe mixture was cooled
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
  4. customThe solvent was evaporated
  5. customto obtain fractions
  6. additioncontaining the target compound
  7. concentrationThe fractions were concentrated

Sources & evidence

ORD record
ord-200d2a9280fe4101b76da036215f6092
Source dataset
uspto-grants-1998_06
Patent number
US05770605

Reaction notes

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