Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 71239626 | HCID 71239626 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 71239622 | HCID 71239622 | 107.2% |
Reaction Steps
To a solution of (5-bromo-6-(3-(trifluoromethyl)phenoxy)pyridin-3-yl)methanol (530 mg, 1.522 mmol) in N-methyl-2-pyrrolidone (NMP) (5 mL) was added copper(I) cyanide (545 mg, 6.09 mmol). The reaction mixture was stirred at 150° C. for 24 h, then poured into aq. NH3 (100 mL) and extracted with ethyl acetate (100 mL). Separated organic part was washed with brine (100 mL), dried over Na2SO4, filtered and concentrated. Purification via flash chromatography with (EtOAc/hexanes: 5% to 80%) afforded the title product (480 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975400B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-0a4279da664d4d7da543039b002e628e |
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| Source note | uspto-grants-2015_03 |
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