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

HRID 2269453Notes

Reaction equation

HRID 2269453 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][CH2:20][CH2:21][CH3:22])=[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][CH2:20][CH2:21][CH3:22])=[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 18334077N-[1-(3,5-Difluorophenyl)ethyl]-N-[(3-nitrophenyl)-(4-propoxyphenyl)methyl]amine

Product 1

HCID 183341893-{[1-(3,5-Difluorophenyl)ethylamino]-(4-propoxyphenyl)methyl}phenylamineYield 89.5%

Reagents, catalysts & solvents 1

HCID 11791229Dichloronickel;hexahydrateCatalyst

Procedure

Following a similar procedure to that described in Example (1b), 1.10 g of N-[1-(3,5-difluorophenyl)ethyl]-N-[(3-nitrophenyl)-(4-propoxyphenyl)methyl]amine [prepared as described in step (a) above], 1.41 g of nickel chloride hexahydrate and 411 mg of sodium borohydride were reacted, to obtain 915 mg of the title compound as a yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e348a33a3bf9496ea56e2c3d55b52216
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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