N-BOC-ethylenediamine → HCID 178453692, compound

HRID 31760Notes

Reaction equation

HRID 31760 reaction equation
[ClH:1].[N:2]1([C:7]([NH2:9])=[NH:8])[CH:6]=[CH:5]C=N1.NCC[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>CC#N>[ClH:1].[C:7]([NH:2][CH2:6][CH2:5][NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])(=[NH:8])[NH2:9]

Participants

4

Reactant 2

HCID 187201N-BOC-ethylenediamineHCID 2734672Pyrazole-1-carboxamidine monohydrochloride

Product 1

HCID 178453692HCID 178453692, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Portions of solid 1H -pyrazole-1-carboxamidine hydrochloride (91.10 g, 624 mmol)) are added to a stirred solution of N-(2-aminoethyl)(tert-butoxy)carboxamide (0.62 M) in CH3CN (1 L) at 80° C. After 24 hours, the reaction was stripped of solvent under reduced pressure. The residue was triturated with ether (3×100 ml), and dried in vacuo. The N-[2-(amidinoamino)ethyl](tert-butoxy)carboxamide, hydrochloride was obtained in over 100% yield containing a small amount of pyrazole. The N-[2-(amidinoamino)ethyl](tert-butoxy)carboxamide, hydrochloride was used without further purification.

Workup

  1. customThe residue was triturated with ether (3×100 ml)
  2. customdried in vacuo

Sources & evidence

ORD record
ord-70862b0315a4433db42de3ae27d6af53
Source dataset
uspto-grants-2008_09
Patent number
US07425557B2

Reaction notes

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