Hydrochloric Acid → HCID 178477956, compound

HRID 2367337Notes

Reaction equation

HRID 2367337 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[O:18][CH2:17][CH2:16][N:15](CC4C=CC=CC=4)[CH2:14]3)[NH:11][CH:12]=2)=[CH:4][CH:3]=1.Cl>C(O)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[O:18][CH2:17][CH2:16][NH:15][CH2:14]3)[NH:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1784779552-[4-(4-Chlorophenyl)-1H-imidazol-2-yl]-4-(phenylmethyl)morpholine

Product 1

HCID 178477956HCID 178477956, compoundYield 139%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-[4-(4-Chlorophenyl)-1H-imidazol-2-yl]-4-(phenylmethyl)morpholine (2.8 g, 7.91 mmol) was hydrogenated in ethanol (30 mL) over of Pd/C (10 wt %, 0.842 g, 0.791 mmol). To the mixture 0.2 mL of concentrated hydrochloric acid was added. After stirred at room temperature overnight, the catalyst was filtered off. The filtrate was concentrated to get 2.9 g of residue, which was purified by preparative HPLC to afford the title compound (200 mg) as a pale solid. LC-MS (ES) m/z=264 [M+H]+.

Workup

  1. filtrationthe catalyst was filtered off
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-cc4ed663ce224a338ea6082eea4c08c9
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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