Piperidine → HCID 16243941, compound

HRID 404678Notes

Reaction equation

HRID 404678 reaction equation
Br[CH:2]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(#N)C>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([CH:2]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:3]([OH:5])=[O:4])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 10490868alpha-Bromo-4-chlorophenylacetic acid

Product 1

HCID 16243941HCID 16243941, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Bromo-2-(4-chlorophenyl)acetic acid (300 mg, 1.20 mmol), piperidine (125 μl, 1.26 mmol) and TEA (503 μl, 3.61 mmol) were dissolved in acetonitrile (6 ml). The resulting reaction was stirred at room temperature for 48 hours. Acetonitrile was evaporated, the residue was triturated with acetonitrile/petroleum ether (9/1) and filtered by suction filtration to collect 2-(4-chlorophenyl)-2-(piperidin-1-yl)acetic acid (190 mg, 62.3% yield) as a white solid.

Workup

  1. customThe resulting reaction
  2. customAcetonitrile was evaporated
  3. customthe residue was triturated with acetonitrile/petroleum ether (9/1)
  4. filtrationfiltered by suction filtration

Sources & evidence

ORD record
ord-5b67af9bf40c45e49f31644160a14fbd
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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