HCID 58080850, compound → HCID 66727231, compound

HRID 1845947Notes

Reaction equation

HRID 1845947 reaction equation
[CH2:1]([N:4]([C@H:17]([CH3:30])[CH2:18][N:19]([CH2:27][CH:28]=[CH2:29])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])(=[O:7])=[O:6])C=C>ClCCl>[C:23]([O:22][C:20]([N:19]1[CH2:27][CH:28]=[CH:29][CH2:1][N:4]([S:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-:16])=[O:15])(=[O:6])=[O:7])[C@H:17]([CH3:30])[CH2:18]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

3

Reactant 1

HCID 58080850HCID 58080850, compound

Product 1

HCID 66727231HCID 66727231, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

550 mg of the compound obtained in Step 3 and 21 mg of Ru catalyst were dissolved in 30 mL of dichloromethane and heated to reflux with stirring in an argon atmosphere. After 16 hours, the reaction solution was cooled to room temperature and concentrated, and the obtained crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 500 mg of the compound of interest as a colorless crystal (97%).

Workup

  1. temperatureheated
  2. temperatureto reflux
  3. concentrationconcentrated
  4. customthe obtained crude product
  5. customwas purified by silica gel column chromatography (ethyl acetate:hexane=1:2)

Sources & evidence

ORD record
ord-ee22095e46b946fb9a9c320a6c398d68
Source dataset
uspto-grants-2015_02
Patent number
US08951997B2

Reaction notes

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