Hydrochloric Acid → HCID 66832317, compound

HRID 1914528Notes

Reaction equation

HRID 1914528 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[N:13]=2)[C:9]#[N:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C(O)C.[Pd]>[N:1]1([C:6]2[CH:7]=[C:8]([CH2:9][NH2:10])[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:16][CH:15]=3)[N:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 668323552-Pyrrolidin-1-yl-6-(4-trifluoromethyl-phenyl)-isonicotinonitrile

Product 1

HCID 66832317HCID 66832317, compoundYield 102%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To a solution of 2-pyrrolidin-1-yl-6-(4-trifluoromethyl-phenyl)-isonicotinonitrile (0.20 g, 0.61 mmol) in ethanol (20 mL) was added 1.25 M HCl in ethanol (0.50 mL, 0.63 mmol) and Pd/C (20 mg, 10 wt. %) and the system was placed under H2 atmosphere (50 atm) for 72 hours. The reaction mixture was filtered through Celite and concentrated under reduced pressure to provide the desired product (200 mg, 99%).

Workup

  1. customfor 72 hours
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-49f1423c7a9f4cf89406945b6e8ab668
Source dataset
uspto-grants-2013_12
Patent number
US08614201B2

Reaction notes

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