1'-[(6-chloro-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one → HCID 59657690, compound

HRID 1865993Notes

Reaction equation

HRID 1865993 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][C:25]([F:27])=[CH:26][C:21]=5[C:20](=[O:28])[O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:29][C:30]1[C:34]([CH2:35]OS(C)(=O)=O)=[C:33]([CH3:41])[O:32][N:31]=1>CO>[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][C:25]([F:27])=[CH:26][C:21]=5[C:20](=[O:28])[O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][N:8]2[CH2:35][C:34]2[C:30]([CH3:29])=[N:31][O:32][C:33]=2[CH3:41])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 596576231'-[(6-chloro-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3-oneHCID 86610243HCID 86610243, compound

Product 1

HCID 59657690HCID 59657690, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the general procedure III as described above, the alkylation of 1′-[(6-chloro-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one (prepared according to example 19 above) with methanesulfonic acid 3,5-dimethyl-isoxazol-4-ylmethyl ester (prepared by mesylation of the commercially available 1,5-dimethyl-1H-pyrazol-3-yl)-methanol) gave the title compound. ES-MS m/e (%): 508.2 (M+H+).

Sources & evidence

ORD record
ord-87b4b099084646c5b38a1af201b5ec98
Source dataset
uspto-grants-2009_12
Patent number
US07629353B2

Reaction notes

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