HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 5-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-2,3-dimethoxyphenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N-[1-(3,4-Difluorophenyl)ethyl]-N-[(3,4-dimethoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amine | HCID 18334197 | — |
| Catalyst | Dichloronickel;hexahydrate | HCID 11791229 | — |
| Product | 5-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-2,3-dimethoxyphenylamine | HCID 18347029 | 41.7% |
Reaction Steps
Following a reaction and purification procedure similar to those described in Example (1b), 950 mg of N-[1-(3,4-difluorophenyl)ethyl]-N-[(3,4-dimethoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amine [prepared as described in step (a) above], 985 mg of nickel chloride hexahydrate and 330 mg of sodium borohydride were reacted. The crude product was purified by chromatography through a silica gel column using a 10:1 by volume mixture of toluene and ethyl acetate as eluant, to afford isomer A of the title compound (215 mg) as a yellow oil and isomer B of the title compound (370 mg) as a yellow oil, respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329405B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-2e00eb5ab5b446de93335ea89cb3e403 |
| Source note | uspto-grants-2001_12 |