Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-3-methylmorpholine | HCID 12012220 | — |
| Reactant | HCID 57427852 | HCID 57427852 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59380224 | HCID 59380224 | 72.1% |
Reaction Steps
To a cooled (ice/water bath) solution of 2,4-dichloro-6-(cyclohexylsulfonylmethyl)pyrimidine (1.65 g, 5.34 mmol) in DCM (25 mL) was added triethylamine (0.820 mL, 5.88 mmol). The resulting solution was treated, dropwise over 8 minutes, with a solution of (3S)-3-methylmorpholine (609 mg, 6.02 mmol) in DCM (5 mL). The mixture was stirred at 6° C. for 30 minutes. The cooling bath was then removed and reaction mixture left to stir overnight. Water (25 mL) was then added and reaction mixture stirred for 5 minutes. The organic layer was then separated, dried (MgSO4) and evaporated to give a crude brown oil, which was purified by flash silica chromatography, elution gradient 25 to 75% ethyl acetate in isohexane, to give the desired material (1.440 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750003B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-5e1bbc4b72bf47c5a3febd38e9e8e952 |
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| Source note | uspto-grants-2010_07 |
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