Water → HCID 178472114, compound

HRID 977195Notes

Reaction equation

HRID 977195 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]([NH:12][CH:13]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:11].[N+]([O-])(O)=O.C[C:31]1C=C(C)[N:33](C(N)=N)[N:32]=1.C(N(C(C)C)CC)(C)C.O>O1CCOCC1>[NH2:33][N:32]=[CH:31][NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]([NH:12][CH:13]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:11]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 54042044HCID 54042044, compound

Product 1

HCID 178472114HCID 178472114, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl β-[[[[7-aminoheptyl]amino]carbonyl]amino]-3-pyridinepropanoate (1.2 g; 3 mmoles), 3,5-dimethylpyrazole-1-carboxamidine nitrate (2.6 g; 13.3 mmoles) and diisopropylethylamine (3.74 g; 28.7 mmoles) were stirred in dioxane (25 ml) and water (10 ml) for 22 hrs. The mixture was taken down to dryness under reduced pressure and the residue was purified by HPLC using a linear gradient of 5-45% acetonitrile/water/trifluoroacetic acid. The desired fractions were collected and lyophilized to give 875 mg of clear oily material. FAB-MS: MH+ =393.2. Elemental analysis: C19H32N6O3 ·CF3COOH·4H2O

Workup

  1. customthe residue was purified by HPLC
  2. customThe desired fractions were collected

Sources & evidence

ORD record
ord-83a3a78901134b7b8dab5370f867ca56
Source dataset
uspto-grants-1997_03
Patent number
US05614539

Reaction notes

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