Sodium borohydride → HCID 18334204, compound

HRID 2269390Notes

Reaction equation

HRID 2269390 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([NH:17][CH:18]([C:20]2[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[CH:21]=2)[CH3:19])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[BH4-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[C:11]1([CH:10]([NH:17][CH:18]([C:20]2[CH:21]=[C:22]([F:27])[CH:23]=[C:24]([F:26])[CH:25]=2)[CH3:19])[C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 18334106[(3-Nitrophenyl)phenylmethyl]-[1-(3,5-difluorophenyl)ethyl]amine

Product 1

HCID 18334204HCID 18334204, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 887MethanolSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of isomer B of [(3-nitrophenyl)-phenylmethyl]-[1-(3,5-difluorophenyl)ethyl]amine (890 mg) in methanol (20 ml), nickel chloride hexahydrate (1.14 g) and sodium borohydride (363 mg) were reacted, to afford isomer B of the title compound (791 mg) as a colorless oil.

Sources & evidence

ORD record
ord-ae78d8a997b34e7387856c52c86dab1a
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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