Piperidine → Morpholin-4-yl{3-[3-(piperidin-1-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

HRID 661268Notes

Reaction equation

HRID 661268 reaction equation
Cl[C:2]1[N:6]=[C:5]([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[CH2:10][N:9]([C:23]([N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)=[O:24])[CH2:8]2)[O:4][N:3]=1.[NH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>C(O)C>[N:25]1([C:23]([N:9]2[CH2:10][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[CH2:12][CH:7]([C:5]3[O:4][N:3]=[C:2]([N:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)[N:6]=3)[CH2:8]2)=[O:24])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 58116540{3-(3-Chloro-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}(morpholin-4-yl)methanone

Product 1

HCID 49819286Morpholin-4-yl{3-[3-(piperidin-1-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 100 mg (0.225 mmol) of the oxadiazole from Example 23A in 1.5 ml of ethanol were added 195 mg (2.25 mmol) of piperidine, and then the reaction mixture was stirred in the microwave at 80 for 2 h. The solvent was removed under reduced pressure and the crude product was purified by means of preparative HPLC. Yield: 90.0 mg (80% of theory)

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-2e02fcffb9ea40dea67882d84d697fc9
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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