Sodium borohydride → HCID 70190188, compound

HRID 2269505Notes

Reaction equation

HRID 2269505 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-])=O)[CH:22]=2)[NH:9][C@@H:10]([C:12]2[CH:17]=[C:16]([F:18])[C:15]([F:19])=[C:14]([F:20])[CH:13]=2)[CH3:11])=[CH:4][CH:3]=1.[BH4-].[Na+]>O.O.O.O.O.O.[Ni](Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:9][C@@H:10]([C:12]2[CH:13]=[C:14]([F:20])[C:15]([F:19])=[C:16]([F:18])[CH:17]=2)[CH3:11])[C:21]2[CH:22]=[C:23]([NH2:27])[CH:24]=[CH:25][CH:26]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20712483HCID 20712483, compound

Product 1

HCID 70190188HCID 70190188, compound

Reagents, catalysts & solvents 1

HCID 11791229Dichloronickel;hexahydrateCatalyst

Procedure

Following a similar reaction, separation and purification procedure to that described in Example (59b), 2.38 g of N-[(4-clorophenyl)-(3-nitrophenyl)methyl]-N-[(R)-1-(3,4,5-trifluorophenyl)ethyl]amine [prepared as described in step (a) above], 2.69 g of nickel chloride hexahydrate and 866 mg of sodium borohydride were reacted, to obtain 942 mg of isomer A and 663 mg of isomer B of the title compound, each as a colorless oil.

Workup

  1. customa similar reaction, separation and purification procedure to
  2. customwere reacted

Sources & evidence

ORD record
ord-98a731d89ffe4bc6a1d55000742489aa
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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