Sodium borohydride → HCID 18347066, compound

HRID 2269413Notes

Reaction equation

HRID 2269413 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[NH:11][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([F:21])[CH:15]=2)[CH3:13])=[CH:6][CH:5]=1)([O-])=O.[BH4-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[CH3:29][O:28][C:25]1[CH:26]=[CH:27][C:22]([CH:10]([NH:11][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([F:21])[CH:15]=2)[CH3:13])[C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 18347031HCID 18347031, compound

Product 1

HCID 18347066HCID 18347066, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 11791229Dichloronickel;hexahydrateSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of N-[(4-nitrophenyl)-(4-methoxyphenyl)methyl]-N-[1-(3,4-difluorophenyl)ethyl]amine (3.20 g) [prepared as described in step (a) above] in methanol (60 ml), nickel chloride hexahydrate (3.82 a) and sodium borohydride (1.21 g) were reacted and purified, to afford the less polar isomer A (720 mg) as a pale yellow oil and the more polar isomer B (805 mg) as a pale yellow oil of the title compound.

Workup

  1. custompurified
  2. customto afford the less polar isomer A (720 mg) as a pale yellow oil

Sources & evidence

ORD record
ord-b6b5f7710d754e99a4d5740d7edd2af8
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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