2-Aminopentanenitrile → 3-(3,5-Difluorophenyl)propane-1,2-diamine

HRID 714283Notes

Reaction equation

HRID 714283 reaction equation
NC(CCC)C#N.[NH2:8][CH:9]([CH2:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=1)[C:10]([NH2:12])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[F:20][C:18]1[CH:19]=[C:14]([CH2:13][CH:9]([NH2:8])[CH2:10][NH2:12])[CH:15]=[C:16]([F:21])[CH:17]=1

Participants

4

Reactant 3

HCID 101712882-AminopentanenitrileHCID 21226445Aluminium lithium hydrideHCID 582479162-Amino-3-(3,5-difluorophenyl)propanamide

Product 1

HCID 582477873-(3,5-Difluorophenyl)propane-1,2-diamineYield 75%

Procedure

Following the procedure as described in Preparation 11, making variations as required to replace 2-aminopentanenitrile with 2-amino-3-(3,5-difluorophenyl)-propanamide to react with lithium aluminum hydride, 3-(3,5-difluorophenyl)propane-1,2-diamine was obtained as a colorless solid in 75% yield: The crude product was used for the next step.

Workup

  1. customas described in Preparation 11

Sources & evidence

ORD record
ord-4609afaddb47449882cfad8094bf2ced
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

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