Sodium borohydride → HCID 70188112, compound

HRID 2269509Notes

Reaction equation

HRID 2269509 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=2)[NH:10][C@@H:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][CH:14]=2)[CH3:12])=[CH:5][CH:4]=1.[BH4-].[Na+]>O.O.O.O.O.O.[Ni](Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([NH:10][C@@H:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][CH:14]=2)[CH3:12])[C:23]2[CH:24]=[C:25]([NH2:29])[CH:26]=[CH:27][CH:28]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 70188145HCID 70188145, compound

Product 1

HCID 70188112HCID 70188112, compound

Reagents, catalysts & solvents 1

HCID 11791229Dichloronickel;hexahydrateCatalyst

Procedure

Following a similar reaction, separation and purification procedure to that described in Example (59b), 8.32 g of N-[(4-methoxyphenyl)-(3-nitrophenyl)methyl]-N-[(R)-1-(naphthalen-1-yl)ethyl]amine [prepared as described in step (a) above], 9.51 g of nickel chloride hexahydrate and 3.03 g of sodium borohydride were reacted, to obtain 1.15 g of isomer A and 462 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-ca45d4fe14d741b1a9878539cb5be6a7
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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