Hydrochloric Acid → HCID 66671028, compound

HRID 2384561Notes

Reaction equation

HRID 2384561 reaction equation
C1(C[N:8]2[CH2:13][CH:12]3[C:10]([C:14]4[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=4)([CH2:11]3)[CH2:9]2)C=CC=CC=1.Cl>C(O)C.[Pd]>[F:23][C:20]([F:21])([F:22])[C:17]1[CH:18]=[CH:19][C:14]([C:10]23[CH2:11][CH:12]2[CH2:13][NH:8][CH2:9]3)=[N:15][CH:16]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66671243HCID 66671243, compound

Product 1

HCID 66671028HCID 66671028, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(Phenylmethyl)-1-[5-(trifluoromethyl)-2-pyridinyl]-3-azabicyclo[3.1.0]hexane was dissolved in ethanol (15 mL), hydrochloric acid (3M, 0.76 mL) was added followed, in inert atmosphere, by Pd/C 10% w/w (120 mg). After 20 h under a hydrogen atmosphere (1 atm) the mixture was filtered. Solvent was removed under reduced pressure. A saturated solution of sodium bicarbonate was added (10 mL) and the mixture extracted with diethyl ether (2×10 mL) to provide the title compound (0.14 g, 81%) after evaporation of volatiles.

Workup

  1. filtrationAfter 20 h under a hydrogen atmosphere (1 atm) the mixture was filtered
  2. customSolvent was removed under reduced pressure
  3. additionA saturated solution of sodium bicarbonate was added (10 mL)
  4. extractionthe mixture extracted with diethyl ether (2×10 mL)

Sources & evidence

ORD record
ord-c0d0a3cbe7c84cd8a40fd13d31231145
Source dataset
uspto-grants-2012_09
Patent number
US08263782B2

Reaction notes

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