7-Methylchroman-2-one → HCID 69655326, compound

HRID 11609Notes

Reaction equation

HRID 11609 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[CH2:12][C@H:11]([CH3:13])[NH:10][CH2:9][C@H:8]2[CH3:14])=[CH:4][CH:3]=1.[CH3:17][C:18]1[CH:27]=[C:26]2[C:21]([CH2:22][CH2:23][C:24](=[O:28])[O:25]2)=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[C@@H:8]([CH3:14])[CH2:9][N:10]([C:24](=[O:28])[CH2:23][CH2:22][C:21]3[CH:20]=[CH:19][C:18]([CH3:17])=[CH:27][C:26]=3[OH:25])[C@H:11]([CH3:13])[CH2:12]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2276157-Methylchroman-2-oneHCID 23405839(2R,5S)-1-(4-fluorobenzyl)-2,5-dimethylpiperazine

Product 1

HCID 69655326HCID 69655326, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of (2R,5S)-1-(4-fluoro-benzyl)-2,5-dimethyl-piperazine (0.25 g, 1.12 mmol) in toluene (10 mL) was added 7-methyl-chroman-2-one (0.25 g, 1.54 mmol) and the resulting solution was heated to reflux for 48 hours. The reaction was cooled, concentrated in vacuo and purified via chromatography on silica gel to give the title compound (0.34 g).

Workup

  1. temperaturethe resulting solution was heated
  2. temperatureto reflux for 48 hours
  3. temperatureThe reaction was cooled
  4. concentrationconcentrated in vacuo
  5. custompurified via chromatography on silica gel

Sources & evidence

ORD record
ord-60ca7772c831497391bbb6d09424b31d
Source dataset
uspto-grants-2006_08
Patent number
US07098212B2

Reaction notes

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