5-Ethyl-2-methylpiperidine → 5-Ethyl-2-methyl-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}piperidine

HRID 1446181Notes

Reaction equation

HRID 1446181 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[CH2:16]([CH:18]1[CH2:23][NH:22][CH:21]([CH3:24])[CH2:20][CH2:19]1)[CH3:17]>>[CH2:16]([CH:18]1[CH2:23][N:22]([C:13]([C:9]2[CH:10]=[N:11][O:12][C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)=[O:15])[CH:21]([CH3:24])[CH2:20][CH2:19]1)[CH3:17]

Participants

3

Reactant 2

HCID 77275-Ethyl-2-methylpiperidineHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 591700855-Ethyl-2-methyl-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}piperidine

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 5-ethyl-2-methylpiperidine (7.6 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (5.5 mg). HRMS calcd for C19H24N2O2: 312.1838, found 312.1841.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-c8c69e2196774e48a5d2b8d2711345b3
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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