1-(2-Fluorophenyl)piperazine → HCID 16637237, compound

HRID 452294Notes

Reaction equation

HRID 452294 reaction equation
[F:1][C:2]1[CH:7]=CC=C[C:3]=1N1CCNCC1.[CH:14]([N:17]([CH:20]([CH3:22])[CH3:21])[CH2:18][CH3:19])([CH3:16])C.Cl.[N:24]1([C:29](=[NH:31])[NH2:30])C=CC=N1>C(#N)C>[F:1][C:2]1[CH:3]=[CH:22][C:20]([N:17]2[CH2:18][CH2:19][N:30]([C:29](=[NH:24])[NH2:31])[CH2:16][CH2:14]2)=[CH:21][CH:7]=1

Participants

5

Reactant 3

HCID 705291-(2-Fluorophenyl)piperazineHCID 81531DiisopropylethylamineHCID 2734672Pyrazole-1-carboxamidine monohydrochloride

Product 1

HCID 16637237HCID 16637237, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-(fluorophenyl)piperazine (100 mg, 0.56 mmol) and diisopropylethylamine (106 μL, 0.61 mmol) in ACN (2 mL) was added 1H-pyrazole-1-carboximidamide hydrochloride (89 mg, 0.61 mmol). The reaction stirred at room temperature overnight. A precipitate formed, which was collected via filtration and washed with ACN to obtain 4-(4-fluorophenyl)piperazine-1-carboximidamide as a white solid (119 mg, 97% yield). 1H NMR. (300 MHz, DMSO-d6): δ 7.77 (br s, 3H), 7.10-6.97 (m, 4H), 3.60 (dd, 4H, J=5.3, 4.7 Hz), 3.14 (dd, 4H, J=5.4, 4.7 Hz); 13C NMR (75.5 MHz, DMSO-d6): δ 157.9 (154.8), 156.3, 147.2, 118.0, 115.5 (115.2), 48.3, 44.7; 19F NMR (282.4 MHz, DMSO-d6): δ−124.70−124.78 (m, 1F); HRMS calcd for C11H15FN4: 223.13535 found 223.1353.

Workup

  1. customA precipitate formed
  2. filtrationwhich was collected via filtration
  3. washwashed with ACN

Sources & evidence

ORD record
ord-d7e97f505cb8424c91d687511b00cc61
Source dataset
uspto-grants-2013_07
Patent number
US08491868B2

Reaction notes

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