HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 68697190, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 68692475 | HCID 68692475 | — |
| Product | HCID 68697190 | HCID 68697190 | 49% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
Compound 13 (290 mg, 645 μmol) was dissolved in DMSO (2 mL) in a 15 mL screw cap pressure tube, and the resultant solution was treated with DIEA (431 μL, 2.48 mmol) and 2-fluoropyride (125 mg, 1.29 mmol). The reaction vessel was sealed and stirred at 130° C. for 14 hours. The reactor contents were cooled to 25° C., poured into H2O (30 mL), and stirred for 1 hour to produce an orange, gummy residue. The H2O was decanted off and the residue purified on silica gel (40% EtOAc/Hexanes) to provide 14 as an off-white powder (143 mg, 49% yield). HPLC Rt 6.57 minutes; LC/MS (Method F) m/z 453.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820648B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-3ae38ec8f17d47faa0e93f26564e7fca |
| Source note | uspto-grants-2010_10 |