Piperidine → HCID 59835795, compound

HRID 1916695Notes

Reaction equation

HRID 1916695 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CS(O[CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[C:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)=[CH:25][N:24]=2)=[CH:17][CH:16]=1)(=O)=O>CN(C=O)C>[Cl:35][C:32]1[CH:33]=[CH:34][C:29]([C:26]2[CH:27]=[CH:28][C:23]([C:22]#[C:21][C:18]3[CH:19]=[CH:20][C:15]([O:14][CH2:13][CH2:12][N:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:16][CH:17]=3)=[N:24][CH:25]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 86601132HCID 86601132, compound

Product 1

HCID 59835795HCID 59835795, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

99 μL (1.0 mmol) piperidine are added to a solution of 85.6 mg (0.2 mmol) of 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenoxy}-ethyl methanesulphonate in 2 mL DMF and the reaction mixture is stirred for 18 h at RT. The solvent is distilled off i.vac., the residue is stirred with 5 mL water and 40 mL DCM, the organic phase is separated off and dried with Na2SO4. After the desiccant and solvent have been eliminated the residue is triturated with 20 mL diethyl ether and suction filtered.

Workup

  1. distillationThe solvent is distilled off i.vac
  2. stirring, the residue is stirred with 5 mL water and 40 mL DCM
  3. customthe organic phase is separated off
  4. dry with materialdried with Na2SO4
  5. customis triturated with 20 mL diethyl ether and suction
  6. filtrationfiltered

Sources & evidence

ORD record
ord-a16706884bd94511a5aff1ec8201bdbd
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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