Hydrochloric Acid → HCID 11651637, compound

HRID 2263491Notes

Reaction equation

HRID 2263491 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH3:17])[CH2:13][CH:14]=1.Cl>[Pd].CO>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH3:17])[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 57438790HCID 57438790, compound

Product 1

HCID 11651637HCID 11651637, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Preparation according to Example 2: 4-(2,3-difluorophenyl)-1-propyl-1,2,3,6-tetrahydropyridine (3.35 g, 14.1 mmol), methanol (30 ml), palladium on carbon (0.8 g) and hydrochloric acid (1.5 ml, conc). Yield: 1.29 g (38%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 237-238° C. MS m/z (relative intensity, 70 eV) 239 (M+, 4), 211 (13), 210 (bp), 127 (20) 70 (38).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-455fdd8212b945ceb606b8aaff012f79
Source dataset
uspto-grants-2010_12
Patent number
US07851629B2

Reaction notes

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