Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 57855497 | HCID 57855497 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66970725 | HCID 66970725 | 116.6% |
Reaction Steps
A solution of 1-[(7-chloro-3,4-dihydroisoquinolin-2(1H)-yl)sulfonyl]-4-pyridin-3-ylbutan-2-ol (270 mg of crude compound) and Et3N (0.23 ml, 1.69 mmol) in anhydrous THF (3 ml) was cooled at 0° C., then methanesulfonyl chloride (0.066 ml, 0.85 mmol) was added dropwise. The resulting mixture was stirred at 0° C. for 1 hour, then at 60° C. for 15 hours. The reaction mixture was diluted with DCM, then washed with a saturated aqueous solution of NaHCO3 and brine. The organic layer was dried (MgSO4) and the solvents were removed under reduced pressure to give the title compound as an oil (300 mg) used in the next step without further purification. HPLC, Rt: 3.1 min (purity: 63%). LC/MS, M+(ESI): 363.2, M−(ESI): 361.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879876B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-320abb795baa4378aba3f4430909a9f5 |
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| Source note | uspto-grants-2011_02 |
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