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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269443Generated: October 30, 2026

Sodium borohydride → 5-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-2,3-dimethoxyphenylamine

https://huagongshe.com/reaction/2269443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantN-[1-(3,4-Difluorophenyl)ethyl]-N-[(3,4-dimethoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amineHCID 18334197—
CatalystDichloronickel;hexahydrateHCID 11791229—
Product5-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-2,3-dimethoxyphenylamineHCID 1834702941.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329405B1
Source datasetuspto-grants-2001_12
ORD IDord-2e00eb5ab5b446de93335ea89cb3e403
Source noteuspto-grants-2001_12