HCID 66959554, compound → HCID 59170751, compound

HRID 2247547Notes

Reaction equation

HRID 2247547 reaction equation
[C:1]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[O:36])/[C:10](=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]3)=[C:24]([O:34][CH3:35])[CH:23]=2)/[CH2:11][CH2:12][CH2:13][O:14]C2CCCCO2)[CH:2]=1>CO>[C:1]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[O:36])/[C:10](=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]3)=[C:24]([O:34][CH3:35])[CH:23]=2)/[CH2:11][CH2:12][CH2:13][OH:14])[CH:2]=1

Participants

3

Reactant 1

HCID 66959554HCID 66959554, compound

Product 1

HCID 59170751HCID 59170751, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

To the methanol (5 mL) solution of (E)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5-(tetrahydropyran-2-yloxy)valeric acid (biphenyl-3-ylmethyl)amide (168 mg), Dow-XM50W X-8 (300 mg) was added, and the reaction solution was agitated at 45° C. for 5 hours. The resin was filtered off, the ammonia water (1 mL) was added to the filtrate, and the solution was concentrated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: ethyl acetate->ethyl acetate:methanol=9:1), and 120 mg of the title compound was obtained. The physical properties of the compound are as follows.

Workup

  1. addition(300 mg) was added
  2. filtrationThe resin was filtered off
  3. additionthe ammonia water (1 mL) was added to the filtrate
  4. concentrationthe solution was concentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (elution solvent: ethyl acetate->ethyl acetate:methanol=9:1)

Sources & evidence

ORD record
ord-957137ee1c8740a5adf5d323dd0953a1
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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