Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 57855478 | HCID 57855478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66970799 | HCID 66970799 | 100.8% |
Reaction Steps
A solution of 2-[(7-chloro-3,4-dihydroisoquinolin-2(1H)-yl)sulfonyl]-1-[(2R)-tetrahydrofuran-2-yl]ethanol (420 mg, 1.21 mmol) and Et3N (370 mg, 3.63 mmol) in anhydrous DCM (5 ml) was cooled at 0° C., then methanesulfonyl chloride (0.14 ml, 1.82 mmol) was added dropwise. The resulting mixture was stirred at 0° C. for 5 min., then at RT for 15 hours. The reaction mixture was poured into a 1N aqueous solution of HCl and extracted with EtOAc (2×). The organic layers were combined, dried (MgSO4) and the solvents were removed under reduced pressure to give the title compound as an orange solid (400 mg, quantitative). HPLC, Rt: 3.7 min (purity: 94.2%). LC/MS, M+(ESI): 328.2.
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-1772c0fae62b45bd879a68506be72030 |
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| Source note | uspto-grants-2011_02 |
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