1-(2-Fluorophenyl)piperazine → HCID 66576698, compound

HRID 2276431Notes

Reaction equation

HRID 2276431 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])[C:3]=1[C:17]([OH:19])=O.Cl.C(N=C=NCCCN(C)C)C.[F:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[N:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1>ClCCl>[F:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[N:39]1[CH2:44][CH2:43][N:42]([C:17]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:13]([F:14])([F:15])[F:16])=[N:5][O:6][C:2]=2[CH3:1])=[O:19])[CH2:41][CH2:40]1

Participants

5

Reactant 3

HCID 705291-(2-Fluorophenyl)piperazineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 64158264HCID 64158264, compound

Product 1

HCID 66576698HCID 66576698, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-methyl-3-(2-(trifluoromethyl)phenyl)isoxazol-4-carboxylic acid (500 mg, 1.84 mmol), 1-ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride (388 mg, 2.02 mmol) and 1-(2-fluorophenyl)piperazine (332 mg, 1.84 mmol) were dissolved in dichloromethane (30 mL), and stirred at room temperature for 8 hours. The resultant solution was washed with saturated sodium carbonate aqueous solution (30 mL), purified water (30 mL) and saturated sodium chloride aqueous solution (30 mL), respectively. Then, the organic layer was dried with anhydrous sodium sulfate, concentrated, and purified with column chromatography so as to provide a white solid required compound (528 mg, 1.34 mmol, 73%).

Workup

  1. washThe resultant solution was washed with saturated sodium carbonate aqueous solution (30 mL)
  2. custompurified water (30 mL) and saturated sodium chloride aqueous solution (30 mL)
  3. dry with materialThen, the organic layer was dried with anhydrous sodium sulfate
  4. concentrationconcentrated
  5. custompurified with column chromatography so as

Sources & evidence

ORD record
ord-3dd777247cd1478ab54f484f7bf94b16
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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