HCID 10847129, compound → 1-[3-[5-(1H-Imidazol-1-yl)-1H-indol-3-yl]propyl]-4-piperidinone

HRID 1459717Notes

Reaction equation

HRID 1459717 reaction equation
Cl.Cl.[N:3]1([C:8]2[CH:13]=[CH:12][C:11]([NH:14]N)=[CH:10][CH:9]=2)[CH:7]=[CH:6][N:5]=[CH:4]1.CO[CH:18](OC)[CH2:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]1>>[N:3]1([C:8]2[CH:13]=[C:12]3[C:11](=[CH:10][CH:9]=2)[NH:14][CH:18]=[C:19]3[CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]2)[CH:7]=[CH:6][N:5]=[CH:4]1

Participants

3

Reactant 2

HCID 10847129HCID 10847129, compoundHCID 67652043HCID 67652043, compound

Product 1

HCID 105678671-[3-[5-(1H-Imidazol-1-yl)-1H-indol-3-yl]propyl]-4-piperidinone

Procedure

The title compound was prepared from 4-(imidazol-1-yl)-phenylhydrazine dihydrochloride and 5-(4-hydroxypiperidin-1-yl)-pentanal dimethyl acetal using a similar method to that described for Example 8 (steps 3 and 4); δH (250 MHz, CDCl3) 1.96 (2H, qn, d=7.5 Hz), 2.46 (4H, t, J=6.1 Hz), 2.56 (2H, t, J=7.4 Hz), 2.76 (4H, t, J=6.1 Hz), 2.84 (2H, t, J=7.5 Hz), 7.13 (1H, d, J=2.2 Hz), 7.18-7.23 (2H, m), 7.30 (1H, t, J=1.2 Hz), 7.44 (1H, d, J=8.5 Hz), 7.58 (1H, d, J=2.1 Hz), 7.84 (1H, t, J=1.0 Hz), 8.41 (1H, br s); m/e (ES) 323 (M+ +1).

Sources & evidence

ORD record
ord-61097d3ac6274d23864b77855a746372
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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