Sodium Bicarbonate → HCID 122657914, compound

HRID 337896Notes

Reaction equation

HRID 337896 reaction equation
[F:1][C@H:2]1[CH2:6][C@H:5]([C:7]2[N:11]([CH3:12])[N:10]=[CH:9][CH:8]=2)[C@@H:4]([O:13]COC)[CH2:3]1.C(=O)([O-])O.[Na+]>Cl.CO>[F:1][C@H:2]1[CH2:3][C@H:4]([OH:13])[C@@H:5]([C:7]2[N:11]([CH3:12])[N:10]=[CH:9][CH:8]=2)[CH2:6]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 89962321HCID 89962321, compound

Product 1

HCID 122657914HCID 122657914, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

A solution of the 5-[(1R*,2S*,4S*)-4-fluoro-2-(methoxymethoxy)cyclopentyl]-1-methyl-1H-pyrazole (132 mg, 0.579 mmol) prepared in Example 106c in 2 M hydrochloric acid-methanol (3.0 mL) was stirred at room temperature for 1 hour. To the reaction solution, an aqueous sodium hydrogencarbonate solution (10 mL) was added, and an organic layer was extracted with ethyl acetate (10 mL). The thus obtained organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with reverse phase chromatography (30% methanol/water) to yield the title compound (90 mg, 85%) as a colorless oil.

Workup

  1. extractionan organic layer was extracted with ethyl acetate (10 mL)
  2. dry with materialThe thus obtained organic layer was dried over anhydrous sodium sulfate
  3. concentrationAfter vacuum concentration
  4. customthe residue was purified with reverse phase chromatography (30% methanol/water)

Sources & evidence

ORD record
ord-0dba832f8dae4cdfadfc832a36dd82b4
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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