Sodium borohydride → HCID 70189109, compound

HRID 2269409Notes

Reaction equation

HRID 2269409 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[NH:11][C@H:12]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH3:13])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[BH4-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[CH3:27][O:26][C:23]1[CH:22]=[CH:21][C:20]([CH:10]([NH:11][C@H:12]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH3:13])[C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 70190089HCID 70190089, compound

Product 1

HCID 70189109HCID 70189109, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 887MethanolSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of N-[(3-nitrophenyl)-(4-methoxyphenyl)methyl]-N-[(S)-1-cyclohexylethyl]amine (2.63 g) [prepared as described in step (a) above] in methanol (50 ml), nickel chloride hexahydrate (3.39 g) and sodium borohydride (1.14 g) were reacted, to afford the title compound (2.42 g) as a yellow oil.

Sources & evidence

ORD record
ord-9ebd96a1e4124329b69ff007184d90b3
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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