Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 86731328 | HCID 86731328 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86731327 | HCID 86731327 | — |
Reaction Steps
To a solution of tert-butyl ((2S)-1-((2-(3-bromo-4-(cyclopropylmethoxy)phenyl)-1,3-benzoxazol-6-yl)oxy)propan-2-yl)carbamate (200 mg) in DMF (5 mL) were added zinc cyanide (227 mg) and tetrakis(triphenylphosphine)palladium(0) (44.7 mg), and the mixture was stirred at 100° C. for 18 hr under an argon atmosphere. To the reaction mixture was added saturated brine, and the mixture was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (27.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133129B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-c3494b0c5bcc48498c69fa23ca2fa111 |
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| Source note | uspto-grants-2015_09 |
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