HCID 66959554, compound → HCID 59170751, compound

HRID 1362683Notes

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

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-X™50W 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

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

Sources & evidence

ORD record: ord-ebd68948bdcb4aad94414f2646091555
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07880009B2

Reaction notes

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