Imidazole → 3-(1H-Imidazol-1-yl)-1-(1H-indol-3-yl)propan-1-one

HRID 1194356Notes

Reaction equation

HRID 1194356 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][C:5]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)=[O:6].[NH:17]1C=CN=[CH:18]1>>[N:2]1([CH2:3][CH2:4][C:5]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)=[O:6])[CH:1]=[CH:18][N:17]=[CH:16]1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 32750Indole, 5-(dimethylamino)-3-(piperidinoacetyl)-

Product 1

HCID 212700593-(1H-Imidazol-1-yl)-1-(1H-indol-3-yl)propan-1-one

Procedure

3-(Dimethylamino)-1-(1H-indol-3-yl)-1-propanone was converted to the methiodide (12.75 g) which was then reacted with imidazole (12.75 g) to give the title compound (4.67 g), m.p. 193°-197°; λmax (EtOH) 242.5 nm (ε11,130), λinf 257.5 nm (ε9,120), λmax 299 nm (ε12,420), identical with the material obtained in Example 2.

Sources & evidence

ORD record
ord-ab5bf2e4e4444631aece17efbf5af0e0
Source dataset
uspto-grants-1989_03
Patent number
US04814344

Reaction notes

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