Diisopropylethylamine → HCID 145832747, compound

HRID 276785Notes

Reaction equation

HRID 276785 reaction equation
Cl.[N:2]1([C:7]([NH2:9])=[NH:8])[CH:6]=[CH:5][CH:4]=[CH:3]1.[C:10]([O:14][C:15](N1CCNCC1)=[O:16])([CH3:13])([CH3:12])[CH3:11].C([N:26](CC)C(C)C)(C)C>CC(O)C>[C:10]([O:14][C:15]([NH:9][C:7]([N:2]1[CH2:6][CH2:5][NH:26][CH2:4][CH2:3]1)=[NH:8])=[O:16])([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 22629376HCID 22629376, compound

Product 1

HCID 145832747HCID 145832747, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture 1H-pyrrole-1-carboxamidine hydrochloride (4.40 g, 30 mmol), N-tert-butoxycarbonyl piperazine (5.59 g, 30 mmol) and N,N-diisopropylethylamine (6.3 mL, 36 mmol) in 2-propanol (50 mL) was refluxed for 24 h, cooled to room temperature and the solvents were removed under reduced pressure. The residue was suspended in acetonitrile (50 mL) and filtered; the white precipitate was washed with acetonitrile (50 mL) and dried under vacuum to yield N-tert-butoxycarbonyl piperazine-1-carboxamidine (6.20 g).

Workup

  1. customthe solvents were removed under reduced pressure
  2. filtrationfiltered
  3. washthe white precipitate was washed with acetonitrile (50 mL)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-08e63b08cb054c5288ee98c6e42b4cff
Source dataset
uspto-grants-2002_03
Patent number
US06355641B1

Reaction notes

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