Hydrochloric Acid → HCID 68795224, compound

HRID 2198274Notes

Reaction equation

HRID 2198274 reaction equation
C([O:3][C:4]([C:6]1[C:11]([NH:12][C:13]([C:15]23[CH2:22][CH:21]4[CH2:23][CH:17]([CH2:18][CH:19]2[CH2:20]4)[CH2:16]3)=[O:14])=[CH:10][CH:9]=[CH:8][N:7]=1)=[O:5])C.[OH-].[K+].Cl>C(O)C.O.C(OCC)(=O)C>[CH2:18]1[CH:19]2[C:15]3([C:13]([NH:12][C:11]4[C:6]([C:4]([OH:5])=[O:3])=[N:7][CH:8]=[CH:9][CH:10]=4)=[O:14])[CH2:22][CH:21]([CH2:23][CH:17]1[CH2:16]3)[CH2:20]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68908451HCID 68908451, compound

Product 1

HCID 68795224HCID 68795224, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 19096565Water ethanolSolvent

Procedure

To a solution of Example 332A (0.23 g, 0.73 mmol) in ethanol/water (10/2) was added potassium hydroxide (0.2 g, 3.66 mmol). The solution was warmed to 65 degrees for 12 hours, cooled and diluted with ethyl acetate (50 mL). The solution was acidified with 0.5M HCl (10 mL), then washed with brine, dried over MgSO4, filtered, and concentrated to afford the title compound. MS (ESI) m/z 286 (M+H)+.

Workup

  1. temperatureThe solution was warmed to 65 degrees for 12 hours
  2. temperaturecooled
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-851f114098f84d2bad62dd0e17aa6987
Source dataset
uspto-grants-2012_12
Patent number
US08338623B2

Reaction notes

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