Hydrochloric Acid → HCID 178488782, compound

HRID 2367367Notes

Reaction equation

HRID 2367367 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]3[O:19][CH2:18][CH2:17][N:16](CC4C=CC=CC=4)[CH2:15]3)[NH:12][CH:13]=2)=[CH:5][CH:4]=1.[ClH:27]>[Pd].CO>[ClH:27].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]3[O:19][CH2:18][CH2:17][NH:16][CH2:15]3)[NH:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 178488781HCID 178488781, compound

Product 2

HCID 313Hydrochloric AcidHCID 178488782HCID 178488782, compoundYield 111.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Palladium on carbon (10 wt %, 0.700 g, 0.658 mmol) was added to a solution of 2-{4-[4-(methyloxy)phenyl]-1H-imidazol-2-yl}-4-(phenylmethyl)morpholine (2.3 g, 6.58 mmol) and hydrochloric acid (2.78 mL, 32.9 mmol) in CH3OH (80 mL) under nitrogen, and the reaction mixture was stirred under hydrogen at 25° C. for 1.5 hours. The reaction mixture was filtered, washed by CH3OH (150 mL) and concentrated to afford an HCl salt of the title compound (1.9 g) as a brown solid. LC-MS (ES) m/z=260 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed by CH3OH (150 mL)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4df234452c4c4db78899784f75285809
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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