methyl 2-(prop-2-en-1-yloxy)benzoate → HCID 136070706, compound

HRID 422049Notes

Reaction equation

HRID 422049 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[NH:17][C:16](=[O:18])[N:15]=[C:14]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[C:21]([CH3:26])[CH:20]=2)[CH:13]=1)[CH2:2][CH2:3]C.C(OC1C=CC=CC=1C(OC)=O)C=C>>[OH:25][C:22]1[CH:23]=[CH:24][C:19]([C:14]2[CH:13]=[C:12]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[O:5][CH2:1][CH:2]=[CH2:3])[NH:17][C:16](=[O:18])[N:15]=2)=[CH:20][C:21]=1[CH3:26]

Participants

3

Reactant 2

HCID 221897methyl 2-(prop-2-en-1-yloxy)benzoateHCID 135589856HCID 135589856, compound

Product 1

HCID 136070706HCID 136070706, compound

Procedure

Using the same or analogous synthetic techniques described in Example 1, Using the same or analogous synthetic techniques described in Example 1, 6-[2-(butyloxy)phenyl]-4-(4-hydroxy-3-methylphenyl)pyrimidin-2-(1H)-one was prepared by replacing methyl 2-{[2-(methyloxy)ethyl]oxy}benzoate with methyl 2-(prop-2-en-yloxy)benzoate prepared according to Eissenstat, Michael A.; Bell, Malcolm R.; D'Ambra, Thomas E.; Alexander, E. John; Daum, Sol J.; Ackerman, James H.; Gruett, Monte D.; Kumar, Virendra; Estep, Kimberly G.; et al. Aminoalkylindoles: Structure-Activity Relationships of Novel Cannabinoid Mimetics. Journal of Medicinal Chemistry (1995), 38(16), 3094-105.

Workup

  1. customwas prepared
  2. customprepared

Sources & evidence

ORD record
ord-ad9e9130c96047fd9f6510ad3df0dd70
Source dataset
uspto-grants-2012_01
Patent number
US08101625B2

Reaction notes

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