Sodium borohydride → HCID 70189772, compound

HRID 2269400Notes

Reaction equation

HRID 2269400 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=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+]>O.O.O.O.O.O.[Ni](Cl)Cl>[C:14]1([C@@H:12]([NH:11][CH:10]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)[C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)[CH3:13])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 70188156HCID 70188156, compound

Product 1

HCID 70189772HCID 70189772, compoundYield 9.1%

Reagents, catalysts & solvents 1

HCID 11791229Dichloronickel;hexahydrateCatalyst

Procedure

In a similar manner to that described in Example (15b), N-[(3-nitrophenyl)-2-thienylmethyl]-N-[(S)-1-phenylethyl]amine (4.56 g) [prepared as described in step (a) above], nickel chloride hexahydrate (6.42 g) and sodium borohydride (2.04 g) were reacted and purified, to afford isomer A of the title compound (936 mg) as a pale yellow oil and isomer B of the title compound (380 mg) as a pale yellow oil.

Workup

  1. customwere reacted
  2. custompurified

Sources & evidence

ORD record
ord-952d9d565bab4cb08fdf49a42eb1818e
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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