HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → n-[3-(4-Cyano-3-fluorophenyl)propyl](phenylmethoxy)carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzyl allylcarbamate | HCID 562279 | — |
| Reactant | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Hydrogen Peroxide | HCID 784 | — |
| Product | n-[3-(4-Cyano-3-fluorophenyl)propyl](phenylmethoxy)carboxamide | HCID 22743232 | — |
Reaction Steps
Scheme IIIb, step A: 4-Bromo-2-fluorobenzonitrile (3 g, 15 mmol), (phenylmethoxy)-N-prop-2-enylcarboxamide (3.44 g, 18 mmol), 9-BBN dimer (2.93 g, 12 mmol), [1,1′bis(diphenylphosphino)ferrocene] dichloropalladium (II), PdCl2(dppf) (0.61 g, 0.75 mmol), 3N sodium hydroxide (10 mL), and pH=7 buffer: hydrogen peroxide (2:1, 20 mL) are combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N-[3-(4-cyano-3-fluorophenyl)propyl](phenylmethoxy)carboxamide, (4.18, 89%). Electron spray M.S. 313 (M*+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06703425B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-85b4343d051f4722b9e36dfdc0357a60 |
| Source note | uspto-grants-2004_03 |