(6-chloro-1H-indol-3-yl)-spiro[1H-2-benzofuran-3,4'-piperidine]-1'-ylmethanone → 1'-({6-Chloro-1-[(5-methylisoxazol-3-yl)methyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine]

HRID 2055529Notes

Reaction equation

HRID 2055529 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[CH2:20][O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:27][C:28]1[O:32][N:31]=[C:30]([CH2:33]OS(C)(=O)=O)[CH:29]=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[CH2:20][O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][N:8]2[CH2:33][C:30]2[CH:29]=[C:28]([CH3:27])[O:32][N:31]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 15951937(6-chloro-1H-indol-3-yl)-spiro[1H-2-benzofuran-3,4'-piperidine]-1'-ylmethanoneHCID 57476926Methanesulfonic acid 5-methyl-isoxazol-3-ylmethyl ester

Product 1

HCID 596576851'-({6-Chloro-1-[(5-methylisoxazol-3-yl)methyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine]

Procedure

Following the general procedure III as described above, the alkylation of 1′-[(6-chloro-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] (prepared according to example 69) with methanesulfonic acid 5-methyl-isoxazol-3-ylmethyl ester (described in WO 2004092172) gave the title compound. ES-MS m/e (%): 462.2(M+H+).

Sources & evidence

ORD record
ord-261880f629a94b09a7b3b0d78bfd5a1d
Source dataset
uspto-grants-2008_02
Patent number
US07332501B2

Reaction notes

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