2-((1-Naphthalenyloxy)methyl)oxirane → HCID 118558302, compound

HRID 918961Notes

Reaction equation

HRID 918961 reaction equation
[C:1]1([O:11][CH2:12][CH:13]2[CH2:15][O:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:16]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C(O)C>[CH2:16]([N:23]1[CH2:24][CH2:25][N:26]([CH2:15][CH:13]([OH:14])[CH2:12][O:11][C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[CH2:27][CH2:28]1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 915212-((1-Naphthalenyloxy)methyl)oxiraneHCID 27365101-Heptylpiperazine

Product 1

HCID 118558302HCID 118558302, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-((1-naphthyloxy)methyl)oxirane (106 mg, 0.53 mmol) in ethanol (1 mL) was added 4-heptylpiperazine (118 mg, 0.64 mmol) at room temperature. The mixture was stirred under reflux for 1 hr. The reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to give HUHS1018 (188 mg, 93%).

Workup

  1. temperatureunder reflux for 1 hr
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f6c5dde18ebf46da81b77cc7953ba41c
Source dataset
uspto-grants-2016_03
Patent number
US09272980B2

Reaction notes

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