HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404973Generated: October 31, 2026
Tricyclohexylphosphine → HCID 67959399, compound
https://huagongshe.com/reaction/1404973
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | tert-butyl 8-bromo-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate | HCID 67958981 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67959399 | HCID 67959399 | 86% |
Reaction Steps
A suspension of tert-butyl 8-bromo-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (348 mg) obtained in Example 6, steps 1-6, cyclopropylboronic acid (129 mg), palladium acetate (11.2 mg), tricyclohexylphosphine (28 mg), potassium tert-butoxide (337 mg) and toluene (5 mL) was stirred at 80° C. for 16 hr under an argon atmosphere. The reaction solution was cooled to room temperature, and filtered through celite. Water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→10% ethyl acetate/hexane) to give the title compound (266 mg, 86%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916549B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-4fdba88a79fd4f849a133999b662862b |
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| Source note | uspto-grants-2014_12 |
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