Hydrochloric Acid → HCID 17981592, compound

HRID 2252040Notes

Reaction equation

HRID 2252040 reaction equation
C([O:3][C:4]([C:6]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:9][N:8]2[CH2:17][CH2:18][CH2:19][C:7]=12)=[O:5])C.[OH-].[Na+].C(#N)C.Cl>CO>[C:4]([C:6]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:9][N:8]2[CH2:17][CH2:18][CH2:19][C:7]=12)([OH:5])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 14798Sodium HydroxideHCID 17981664HCID 17981664, compound

Product 1

HCID 17981592HCID 17981592, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-ethoxycarbonyl-2-phenyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (2.1 g, 8.2 mmol) in MeOH (20 mL) add a solution of NaOH (15%, 40 mL) followed by acetonitrile (5 mL) and stirr at 50° C. for 3 hours. Cool the mixture to room temperature and add HCl (10%) until a pH of 3 is reached. Extract the mixture with EtOAc (3×100 mL) and wash with saturated aqueous sodium chloride (100 mL), dry (MgSO4), and concentrate in vacuo to give a yellow solid, 1.82 g, 97% yield, MS(ES+): m/z=229.1 (M+H)+

Workup

  1. extractionExtract the mixture with EtOAc (3×100 mL)
  2. washwash with saturated aqueous sodium chloride (100 mL)
  3. dry with materialdry (MgSO4)
  4. concentrationconcentrate in vacuo
  5. customto give a yellow solid, 1.82 g, 97% yield, MS(ES+)

Sources & evidence

ORD record
ord-9ad5d515936b4069adce44d137cc0dc4
Source dataset
uspto-grants-2008_01
Patent number
US07320995B2

Reaction notes

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