4-Phenylpiperidine → 4-(4-Methoxyphenyl)-1-(2,2,4,6,7-pentamethyl-3-(4-phenylpiperidino)-2,3-dihydro-1-benzofuran-5-yl)piperazine

HRID 1272309Notes

Reaction equation

HRID 1272309 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[C:28]([CH3:41])=[C:29]([CH3:40])[C:30]4[O:34][C:33]([CH3:36])([CH3:35])[CH:32](O)[C:31]=4[C:38]=3[CH3:39])[CH2:23][CH2:22]2)=[CH:17][CH:16]=1>>[CH3:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[C:28]([CH3:41])=[C:29]([CH3:40])[C:30]4[O:34][C:33]([CH3:35])([CH3:36])[CH:32]([N:10]5[CH2:9][CH2:8][CH:7]([C:1]6[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=6)[CH2:12][CH2:11]5)[C:31]=4[C:38]=3[CH3:39])[CH2:23][CH2:22]2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 698734-PhenylpiperidineHCID 674202085-(4-(4-Methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

Product 1

HCID 101871554-(4-Methoxyphenyl)-1-(2,2,4,6,7-pentamethyl-3-(4-phenylpiperidino)-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 45%

Procedure

Using 4-phenylpiperidine and 5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Reference Example 18, the title compound was synthesized in the same manner as in Example 57. Yield 45%.

Workup

  1. customobtained in Reference Example 18

Sources & evidence

ORD record
ord-81276deef4954faf858b152c1b122cf6
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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