Acetic Acid → HCID 90418902, compound

HRID 2202354Notes

Reaction equation

HRID 2202354 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([OH:21])([CH2:14][C:15]([C:17]([F:20])([F:19])[F:18])=[CH2:16])[CH2:10][CH2:9]1)=O)(C)(C)C.CC(O)=O>CCO.[Pd]>[F:20][C:17]([F:18])([F:19])[CH:15]([CH3:16])[CH2:14][C:11]1([OH:21])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 90418966HCID 90418966, compound

Product 1

HCID 90418902HCID 90418902, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To a mixture of tert-butyl-4-hydroxy-4-(2-(trifluoromethyl)allyl)piperidine-1-carboxylate (100 mg, 0.32 mmol) in EtOH (5 mL) was added 10% Pd/C (20 mg) and a drop of AcOH. The mixture was stirred at 40° C. for 16 hrs under H2 atmosphere. The reaction mixture was filtered through a celite pad; the filtrate was concentrated to get the title compound which was used directly for the next step without purification. LC-MS: m/z 212.2 (M+H)+

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-555af6446d184bffb91bccbca00151cb
Source dataset
uspto-grants-2016_06
Patent number
US09365545B2

Reaction notes

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