Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | HCID 86607040 | HCID 86607040 | — |
| Reactant | HCID 86607041 | HCID 86607041 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 58689455 | HCID 58689455 | 22.5% |
Reaction Steps
Dissolve the crude HI salt of methyl-(2-methylsulfanylethyl)(1-methylsulfanylethyl)amine (90.1 mg, 0.295 mmol) and 3,2′-difluorobiphenyl-4-carboxylic acid (R)-(6-amino-2(R)-hydroxyindan-1-yl)amide (101.3 mg, 0.266 mmol) in 10 mL pyridine. Allow the reaction to stir at 25° C. for 21 hours. Remove the solvent in vacuo and partition the residue between methylene chloride and saturated aqueous sodium hydrogen carbonate. Dry the organic layer with magnesium sulfate. Filter and remove the solvent in vacuo to give 91.5 mg of crude product. Purify via silica gel column chromatography (2% MeOH/CHCl3 to 5% MeOH/CHCl3) to afford 30.5 mg of the titled product (22% yield). MS (ES): m/z 510.1(M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07378447B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-9670d349af094844abe5b1e9eb04552d |
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| Source note | uspto-grants-2008_05 |
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