Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 21084029 | HCID 21084029 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 21084040 | HCID 21084040 | 97.2% |
Reaction Steps
The compound of Example 118 (104 mg, 0.26 mmol) was dissolved in DCM (5 mL) and triethylamine (73 μL) followed by methanesulphonylchloride (40 μL, 0.28 mmol) added. The reaction was allowed to stir at ambient temperature for 18 hours. The reaction was diluted with brine and extracted with DCM (×3). The organic phases were washed with saturated NaHCO3 solution and dried (MgSO4). The reaction was filtered and the solvents removed in vacuo to give the title product as a white solid (120 mg). δH (CDCl3) 7.45–7.30 (3H, m), 7.27–7.10 (3H, m), 6.43 (1H, d, J 9.4 Hz), 4.12 (2H, q, J 7.1 Hz), 4.02 (2H, d, J 7.2 Hz), 3.75 (2H, m), 2.70 (3H, s), 2.61 (2H, m), 2.20 (1H, m), 1.82 (2H, m), 1.55 (2H, m), 1.12 (3H, t, J 7.1 Hz). LCMS (ES+) RT 3.55 minutes, 475 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176215B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-f2b79dd670f64a18b88cf599046b73dd |
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| Source note | uspto-grants-2007_02 |
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