3,5-Dimethylpiperidine → HCID 50996444, compound

HRID 1399599Notes

Reaction equation

HRID 1399599 reaction equation
[CH3:1][CH:2]1[CH2:7][CH:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.Cl[C:10]1[N:15]=[C:14]([CH3:16])[C:13]([CH:17]([CH2:22][CH2:23][CH3:24])[C:18]([O:20][CH3:21])=[O:19])=[C:12]([C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=2)[N:11]=1>O1CCCC1>[CH3:1][CH:2]1[CH2:7][CH:6]([CH3:8])[CH2:5][N:4]([C:10]2[N:15]=[C:14]([CH3:16])[C:13]([CH:17]([CH2:22][CH2:23][CH3:24])[C:18]([O:20][CH3:21])=[O:19])=[C:12]([C:25]3[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=3)[N:11]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 1182593,5-DimethylpiperidineHCID 86665647Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate

Product 1

HCID 50996444HCID 50996444, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 2-(2-(3,5-dimethylpiperidin-1-yl)-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate was prepared according to the general method A starting from 3,5-Dimethylpiperidine (0.183 mL; 1.32 mmol) and methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (0.110 g; 0.264 mmol) in tetrahydrofuran (2 mL). Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (5-15%) in heptane furnished 100 mg (92%) of the title compound as an oil. ESI/APCI(+): 410 (M+H), 432 (M+Na). ESI/APCI(−): 408 (M−H).

Workup

  1. customMethyl 2-(2-(3,5-dimethylpiperidin-1-yl)-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate was prepared
  2. customPurification by flash-chromatography on silica gel using a gradient of ethyl acetate (5-15%) in heptane

Sources & evidence

ORD record
ord-7ee563cfb4fd4282956bad02680b17d1
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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