Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-((1-Methyl-4-piperidinyl)methyl)piperazine | HCID 2736942 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 58393056 | HCID 58393056 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 46175825 | HCID 46175825 | — |
Reaction Steps
To a stirred solution of ethyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](cyclopropyl)amino}methyl)-1,3-oxazole-2-carboxylate (25 mg, 0.07 mmol) and 1-(N-methylpiperidin-4-yl-methyl)piperazine (26 mg, 0.13 mmol) in DCE (1 mL) was added trimethylaluminium 2M in toluene (65 μL, 0.13 mmol) and the mixture stirred at 60° C. for 1.5 h. The reaction mixture was washed with saturated aqueous NaHCO3 and extracted with DCM. The organic extract was dried over MgSO4, and concentrated in vacuo. The residue was purified by FCC eluting with 95:4.5:0.5 NH3/MeOH/DCM. This afforded the title compound as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08623859B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-d43364fa6a7443c1a4475a1c433b1a7a |
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| Source note | uspto-grants-2014_01 |
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