Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Reactant | HCID 86717782 | HCID 86717782 | — |
| Catalyst | copper(II) trifluoromethanesulfonate | HCID 2734996 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86717784 | HCID 86717784 | — |
Reaction Steps
The product of step C (310 mg, 0.89 mmol), sodium methanesulfinate (109 mg, 1.06 mmol), Cu(OTf)2.C6H6 (89 mg, 0.178 mmol), and MeNHCH2CH2NHMe (0.038 mL, 0.355 mmol) were combined in dimethyl sulfoxide (5 mL) in a glass pressure tube. The solution was purged with nitrogen, sealed, and heated in a 120° C. oil bath overnight. The crude reaction mixture was directly purified by preparative HPLC (C18 reversed phase, gradient elution 10% to 100% MeCN in water with 0.1% formic acid) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006228B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-50a0d2824b0041ee86d1adbaee7a103f |
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| Source note | uspto-grants-2015_04 |
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