1-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-2-methylindole-3-carboxylic acid → 1'-({1-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-2-methyl-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one

HRID 2055455

Reaction equation

HRID 2055455 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[O:7]2)[CH2:3][CH2:2]1.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH2:26][CH2:27][N:28]2[C:36]3[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=3)[C:30]([C:39](O)=[O:40])=[C:29]2[CH3:42])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]>>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH2:26][CH2:27][N:28]2[C:36]3[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=3)[C:30]([C:39]([N:1]3[CH2:6][CH2:5][C:4]4([C:10]5[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=5[C:8](=[O:15])[O:7]4)[CH2:3][CH2:2]3)=[O:40])=[C:29]2[CH3:42])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]

Participants

3

Reactant 2

HCID 10827081-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-2-methylindole-3-carboxylic acidHCID 98342553H-spiro[isobenzofuran-1,4'-piperidin]-3-one

Product 1

HCID 596575851'-({1-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-2-methyl-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one

Procedure

Following the general procedure I as described above, the acylation of 3H-spiro[2-benzofuran-1,4′-piperidin]-3-one prepared as described in example 16 above, with commercially available 1-[2-(3,4-dimethoxy-phenyl)-ethyl]-5-methoxy-2-methyl-1H-indole-3-carboxylic acid, gave the title compound. ES-MS m/e (%): 555.3 (M+H+).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-8663f155d2384bb2a3672d735a97f4e9
Source dataset
uspto-grants-2008_02
Patent number
US07332501B2

Linked notes

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