Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | (1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid | HCID 21304923 | — |
| Reactant | HCID 28412179 | HCID 28412179 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 9867190 | HCID 9867190 | — |
Reaction Steps
(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid (50 mg, 0.22 mmol, ˜95% ee) was mixed with toluene (1,5 ml), triethylamine (1.1 eq), 5-(3-fluorophenoxy)-2-aminopyridine (1.1 eq), DPPA (1.1 eq) and bubbled with argon for about 5 min. The reaction mixture was then heated at stirring at 110° C. for 3 h under in a closed vial. The reaction mixture was concentrated by mtary evaporation and purified by column chromatography on silica (30 g, ethylacetate/hexane 1:1). Desired product was obtained as beige-white powder (60 mg, yield 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07517992B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-2d55a1da4d0142a08b4593f2b5702a21 |
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| Source note | uspto-grants-2009_04 |
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