Sodium borohydride → 3-{[1-(3,5-Difluorophenyl)ethylamino]-(4-isopropoxyphenyl)methyl}phenylamine

HRID 2269455Notes

Reaction equation

HRID 2269455 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:11][CH:12]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=2)[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:15][CH:14]=2)[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[BH4-].[Na+]>O.O.O.O.O.O.[Ni](Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:11][CH:12]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:17][CH:18]=2)[C:23]2[CH:24]=[C:25]([NH2:29])[CH:26]=[CH:27][CH:28]=2)[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18334091N-[1-(3,5-Difluorophenyl)ethyl]-N-[(3-nitrophenyl)-(4-isopropoxyphenyl)methyl]amine

Product 1

HCID 183340993-{[1-(3,5-Difluorophenyl)ethylamino]-(4-isopropoxyphenyl)methyl}phenylamineYield 91.9%

Reagents, catalysts & solvents 1

HCID 11791229Dichloronickel;hexahydrateCatalyst

Procedure

Following a similar procedure to that described in Example (1b), 1.17 g of N-[1-(3,5-difluorophenyl)ethyl]-N-[(3-nitrophenyl)-(4-isopropoxyphenyl)methyl]amine [prepared as described in step (a) above], 1.50 g of nickel chloride hexahydrate and 437 mg of sodium borohydride were reacted, to obtain 1.0 g of the title compound as a yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-b5a97f5f2d66414fa9ada968c6a31dc3
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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