HCID 18537529, compound → HCID 18537539, compound

HRID 412211Notes

Reaction equation

HRID 412211 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), 13 C 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-ef0102f426b747418f1268b2fe216e76
Source dataset
uspto-grants-2003_05
Patent number
US06562846B2

Reaction notes

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