1-Hydroxybenzotriazole → HCID 15435719, compound

HRID 1740778Notes

Reaction equation

HRID 1740778 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]([O-:16])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[Na+].[N+:18]([O-:36])([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][NH2:35])=[O:19].Cl.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[O:20]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][NH:35][C:14]([C:11]1[CH:12]=[N:13][C:8]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[CH:9][CH:10]=1)=[O:16])[N+:18]([O-:36])=[O:19]

Participants

6

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 21833186HCID 21833186, compoundHCID 23693685HCID 23693685, compound

Product 1

HCID 15435719HCID 15435719, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To sodium 6-(4-methylpiperazinyl)pyridine-3-carboxylate and 14-aminotetradecyl nitrate was added 150 ml of methylene chloride and then 6.80 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCI) and 5.00 g of 1-hydroxybenzotriazole (HOBt) were added at room temperature while stirring and then the mixture was stirred at room temperature for 15 hours. The reaction solution was chromatographed over a silica gel column and the residue was purified by recrystallization to afford the title compound as a colorless crystal.

Workup

  1. stirringthe mixture was stirred at room temperature for 15 hours
  2. customThe reaction solution was chromatographed over a silica gel column
  3. customthe residue was purified by recrystallization

Sources & evidence

ORD record
ord-b67051f69f9c4208a9090aadad60548f
Source dataset
uspto-grants-1999_10
Patent number
US05972943

Reaction notes

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