HCID 86686889, compound → HCID 86686890, compound

HRID 2363824Notes

Reaction equation

HRID 2363824 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:30])[CH2:11][C:12]1[C:21]([CH3:22])=[C:20]([CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([F:29])[CH:18]=2)[CH:13]=1>C(=O)(O)[O-].[Na+]>[CH3:8][O:9][C:10](=[O:30])[CH2:11][C:12]1[C:21]([CH3:22])=[C:20]([CH:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([F:29])[CH:18]=2)[CH:13]=1

Participants

3

Reactant 1

HCID 86686889HCID 86686889, compound

Product 1

HCID 86686890HCID 86686890, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

A mixture of (6-fluoro-3-methyl-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester trifluoroacetate salt (50 mg, 0.116 mmol) in saturated aqueous sodium bicarbonate (10 mL) was stirred at room temperature for several minutes. The resulting solution was extracted with ethyl acetate (2×15 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated to afford (6-fluoro-3-methyl-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester (36 mg, 97%).

Workup

  1. extractionThe resulting solution was extracted with ethyl acetate (2×15 mL)
  2. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0f20401d2df84d578e9d9452faf219e1
Source dataset
uspto-grants-2014_04
Patent number
US08691993B2

Reaction notes

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