Hydrochloric Acid → HCID 10280804, compound

HRID 1354088Notes

Reaction equation

HRID 1354088 reaction equation
[Cl:1][C:2]1[CH:38]=[CH:37][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]3[CH2:23][C:22](=[O:24])[N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:20][CH:19]3[C:33]([O:35]C)=[O:34])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].O.Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([S:15]([N:18]3[CH2:23][C:22](=[O:24])[N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:20][CH:19]3[C:33]([OH:35])=[O:34])(=[O:17])=[O:16])=[CH:13][CH:14]=2)=[O:7])=[CH:37][CH:38]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 21103259HCID 21103259, compound

Product 1

HCID 10280804HCID 10280804, compoundYield 27.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

The compound of Example 59 (0.56 g, 0.99 mmol) was dissolved in 8 mL of THF, and 2 mL of 2N NaOH were added dropwise while maintaining the temperature at 0° C. After stirring at room temperature for 2 hours, 20 mL of distilled water were added and a 2N HCl solution was further added to control the pH to 1-2, and then the reactant was extracted with ethyl acetate. The supernatant was collected, and dried and concentrated under reduced pressure, and then recrystallized with ethyl acetate/hexane to obtain a light yellow solid compound (0.15 g, yield 27%).

Workup

  1. extractionthe reactant was extracted with ethyl acetate
  2. customThe supernatant was collected
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customrecrystallized with ethyl acetate/hexane

Sources & evidence

ORD record
ord-e1ff67f039b54ee0ade4997e70d335c9
Source dataset
uspto-grants-2007_05
Patent number
US07223751B2

Reaction notes

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