HCID 18537529, compound → HCID 18537539, compound

HRID 1351021Notes

Reaction equation

HRID 1351021 reaction equation
[CH3:1][C:2]1[N:3]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)(C(O)=O)[C:25]([OH:27])=[O:26])[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1>C(O)(=O)C>[CH3:1][C:2]1[N:3]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:25]([OH:27])=[O:26])[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:6]=1

Participants

3

Reactant 1

HCID 18537529HCID 18537529, compound

Product 1

HCID 18537539HCID 18537539, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(Scheme 4 (T)) A solution of starting material 2-[5-(2-Methyl-4,5-diphenyl-imidazol-1-yl)-pentyl]-2-phenyl-malonic acid (580 mg, 1.32 mmole)) in glacial Acetic Acid (20 ml) was let stirred under reflux for 18 hrs. The next day, the reaction was let cooled to room temperature and concentrated in vacuo. Product was obtained 398.6 mg, 77.7%). 1H NMR (CDCl3): δ1.11 (b, 4H), 1.42 (bd, 2H), 1.59 (m, 1H), 1.96 (m, 1H), 2.55 (s, 3H), 3.43 (t, 1H), 3.96 (t, 2H), 7.199 (m, 3H), 7.27 (m, 7H), 7.39 (m, 2H), 7.45 (m, 3H), 11.857 (b, 1H), 13C NMR (CDCl3): δ6 12.0, 21.4, 26.1, 26.8, 29.5, 29.7, 33.1, 44.2, 52.2, 127.0, 127.2, 127.4, 128.0, 128.4, 128.4, 128.5, 129.1, 129.3, 129.5, 130.6, 131.0, 133.0, 139.8, 144.1, 175.8, 177.7. Mass Spec: 439.24 (MH+).

Workup

  1. temperatureunder reflux for 18 hrs
  2. concentrationconcentrated in vacuo
  3. customProduct was obtained 398.6 mg, 77.7%)

Sources & evidence

ORD record
ord-688a14bbc9884ea7b10669718190ec1d
Source dataset
uspto-grants-2007_05
Patent number
USRE039634E1

Reaction notes

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