Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroethanol | HCID 34 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86610771 | HCID 86610771 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68704610 | HCID 68704610 | 40% |
Reaction Steps
[1-(3-Chlorobenzyl)-3-(1-naphthylsulfonyl)-1H-indazol-5-yl]-methanol (0.18 g, 0.4 mmol) and diisopropyl ethyl amine (1 mmol) in methylene chloride were treated at −20° C. with trifluoromethanesulfonic anhydride (0.14 g, 0.5 mmol). After stirring for 30 min an excess of 2-chloroethanol (2 mmol) was added and the mixture stirred for additional 2 hrs at −20° C. and at room temperature for 12 hrs. The reaction mixture was diluted with water, extracted with ethyl acetate and after evaporation of solvent, chromatographed on silica gel using 40% ethyl acetate/hexane as an eluent to afford the target material (0.08 g, 0.16 mmoles).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723329B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-7d26724d95344e398606e67cd977366d |
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| Source note | uspto-grants-2010_05 |
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