1-Phenylpiperazine → HCID 11591652, compound

HRID 1868601Notes

Reaction equation

HRID 1868601 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[C:6]1[O:7][C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][CH:11]=[C:10]([O:17][CH2:18][CH:19]1[O:21][CH2:20]1)[CH:9]=2.[C:27]1([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[C:6]1[O:7][C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][CH:11]=[C:10]([O:17][CH2:18][CH:19]([OH:21])[CH2:20][N:36]1[CH2:37][CH2:38][N:33]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:34][CH2:35]1)[CH:9]=2

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 86236611HCID 86236611, compound2×

Product 1

HCID 11591652HCID 11591652, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′-Dimethoxy-7-(2,3-epoxy-propoxy)-flavone, 33 (300 mg, 0.85 mmol) and 1-phenyl piperazine (0.13 mL, 0.85 mmol) in dry methanol (60 mL) were reacted in a similar manner to that described under 34 to afford 47. Yield 410 mg (94%); mp 191-193° C.; MS (FAB) 517 (M++1); IR (KBr) 3416, 1627; 1H NMR (200 MHz, CDCl3) δ 8.16 (d, J=9.5 Hz, 1H), 7.54 (dd, J=8.3 Hz, 2.1 Hz, 1H), 7.34 (d, J=1.9 Hz, 1H), 7.31-7.23 (m, 2H), 7.04-6.87 (m, 6H), 6.70 (s, 1H), 4.21-4.16 (m, 3H), 3.99 (s, 3H), 3.97 (s, 3H), 3.28 (t, J=4.8 Hz, 4H), 2.90-2.71 (m, 2H), 2.71-2.65 (m, 4H). Analysis Calcd for C30H32N2O6: C, 69.75; H, 6.24; N, 5.42. Found: C, 69.96; H, 6.57; N, 5.51.

Sources & evidence

ORD record
ord-39cb3916a3594163858beae223fdcfcc
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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