4-Methylpiperidine → HCID 59835906, compound

HRID 1916684Notes

Reaction equation

HRID 1916684 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CS(O[CH:13]([CH3:37])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]#[C:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)=[CH:26][N:25]=2)=[CH:18][CH:17]=1)(=O)=O>CN(C=O)C>[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([C:27]2[CH:28]=[CH:29][C:24]([C:23]#[C:22][C:19]3[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:13]([N:5]4[CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3][CH2:4]4)[CH3:37])=[CH:21][CH:20]=3)=[N:25][CH:26]=2)=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 693814-MethylpiperidineHCID 86594682HCID 86594682, compound

Product 1

HCID 59835906HCID 59835906, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

0.21 mL (1.80 mmol) 4-methylpiperidine are added to a solution of 133 mg (0.30 mmol) 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenoxy}-1-methyl-ethyl methanesulphonate in 2 mL DMF and the mixture is stirred for 16 h at 60° C. and 6 h at 80° C. The solvent is eliminated i.vac., the residue is triturated with isopropanol, suction filtered and dried at 30° C. in the circulating air dryer.

Workup

  1. custom, the residue is triturated with isopropanol, suction
  2. filtrationfiltered
  3. customdried at 30° C. in the circulating air dryer

Sources & evidence

ORD record
ord-690967493dcb4d07ae970f88f373e62b
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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