1-(2-Methoxyphenyl)piperazine → HCID 18407032, compound

HRID 1016643Notes

Reaction equation

HRID 1016643 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](/[CH:18]=[CH:19]/[C:20](OCC)=[O:21])=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[N:10]=2)[CH:7]=1.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](/[CH:18]=[CH:19]/[C:20]([N:36]3[CH2:35][CH2:34][N:33]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=4[O:26][CH3:25])[CH2:38][CH2:37]3)=[O:21])=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 18407042HCID 18407042, compound

Product 1

HCID 18407032HCID 18407032, compound

Procedure

Prepared from (E)-ethyl 3-[6-methyl-2-(4-methylphenyl)-imidazo[1,2-a]pyridin-3-yl]-2-propenoate (Description 23) and 1-(2-methoxyphenyl)piperazine according to the method of Example 1. 1H NMR (360 MHz, CDCl3) δ 8.15 (1H, d, J 1.5 Hz), 8.01 (1H, d, J 15.5 Hz), 7.66 (2H, d, J 8.2 Hz), 7.59 (1H, d, J 9.1 Hz), 7.27 (2H, d, J 8.2 Hz), 7.15 (1H, dd, J 9.1, 1.5 Hz), 7.04 (1H, m), 6.92 (3H, m), 6.80 (1H, d, J 15.5 Hz), 3.91 (2H, br s), 3.89 (3H, s), 3.60 (2H, br s), 3.06 (4H, br s), and 2.40 (6H, s). m/z (ES+) 467 (M+1).

Sources & evidence

ORD record
ord-a31a5ff42ee94de6aee5904faa16f65a
Source dataset
uspto-grants-2002_11
Patent number
US06476045B2

Reaction notes

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