Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 67255453 | HCID 67255453 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 87326558 | HCID 87326558 | — |
Reaction Steps
5-(4-chlorobenzyl)-2,2-bis(hydroxymethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol (0.50 g, 1.42 mmol) (Compound (4)) and triethyl amine (0.70 ml, 1.42×3.5 mmol) were dissolved in DME (15 ml). After adding mesyl chloride (0.30 ml, 1.42×2.7 mmol) under ice-cooling, the solution was removed from the ice bath and stirred for 5 hours at room temperature. After the stirring was complete, 1N aqueous solution of hydrochloric acid was added and then extracted using ethyl acetate. After washing the organic layer using a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride, the organic layer was dried using anhydrous sodium sulfate and then concentrated. The concentrate was refined using a silica gel column to obtain white, viscous Compound (3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051298B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-dd2bc2750ca941be87196641815d4c21 |
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| Source note | uspto-grants-2015_06 |
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