Piperidine → HCID 12992345, compound

HRID 354091Notes

Reaction equation

HRID 354091 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]#[C:20][CH2:21]OS(C)(=O)=O)=[CH:15][CH:14]=3)=[O:12])=[C:9]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[S:8][C:7]=2[CH:35]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[NH:42]1[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]1>CN(C)C=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]#[C:20][CH2:21][N:42]4[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]4)=[CH:15][CH:14]=3)=[O:12])=[C:9]([C:27]3[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=3)[S:8][C:7]=2[CH:35]=1

Participants

6

Reactant 3

HCID 8082PiperidineHCID 10796Cesium carbonateHCID 86759465HCID 86759465, compound

Product 1

HCID 12992345HCID 12992345, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

The product from Step 3 (205 mg, 0.4 mmol) was combined with cesium carbonate (197 mg, 0.6 mmol), piperidine (44 mL, 0.44 mmol) in dimethylformamide at room temperature. After four hours the reaction was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate. After filtration, concentration the title compound (120 mg) was obtained.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationAfter filtration, concentration the title compound (120 mg)
  4. customwas obtained

Sources & evidence

ORD record
ord-b0b960bc831e4c4299be1a91c9cf631d
Source dataset
uspto-grants-2004_06
Patent number
US06756388B1

Reaction notes

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