Sodium borohydride → HCID 18334098, compound

HRID 2269434Notes

Reaction equation

HRID 2269434 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][NH:12][CH:13]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[CH:15]=2)=[CH:2]1.[BH4-].[Na+]>C(O)C.O.O.O.O.O.O.[Ni](Cl)Cl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][NH:12][CH:13]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:14]2[CH:15]=[C:16]([NH2:20])[CH:17]=[CH:18][CH:19]=2)=[CH:2]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 18334117HCID 18334117, compound

Product 1

HCID 18334098HCID 18334098, compoundYield 22.4%

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 702EthanolSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of N-[2-(1H-indol-3-yl)ethyl]-N-[(4-methoxyphenyl)-(3-nitrophenyl)methyl]amine (2.33 g) [prepared as described in step (a) above] in ethanol (50 ml), nickel chloride hexahydrate (2.76 g) and sodium borohydride (878 mg) were reacted, to afford the title compound (484 mg) as a pale yellow oil.

Sources & evidence

ORD record
ord-13fb10f66b844001a9ce173cf0c04a6e
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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