Sodium borohydride → HCID 70189331, compound

HRID 2269391Notes

Reaction equation

HRID 2269391 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[C:22]([CH3:27])[CH:21]=2)[NH:11][C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH: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][C:22]1[CH:21]=[C:20]([CH:10]([NH:11][C@H:12]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH3:13])[C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)[CH:25]=[CH:24][C:23]=1[CH3:26]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 70189822HCID 70189822, compound

Product 1

HCID 70189331HCID 70189331, compoundYield 94.6%

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 887MethanolSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of isomer A of N-[(3-nitrophenyl)-(3,4-dimethylphenyl)methyl]-N-[(S)-1-phenylethyl]amine (1.10 g) [prepared as described in step (a) above] in methanol (20 ml), nickel chloride hexahydrate (1.45 g) and sodium borohydride (469 mg) were reacted, to afford isomer A of the title compound (954 mg) as a yellow oil.

Sources & evidence

ORD record
ord-d016b15005c143c98f99c0900d727db7
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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