1-(Bromomethyl)-1-(methoxymethyl)cyclopropane → 1'-[(6-Chloro-1-{[1-(methoxymethyl)cyclopropyl]methyl}-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one

HRID 2055513Notes

Reaction equation

HRID 2055513 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.Br[CH2:30][C:31]1([CH2:34][O:35][CH3:36])[CH2:33][CH2:32]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][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[CH2:30][C:31]2([CH2:34][O:35][CH3:36])[CH2:33][CH2:32]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 179373521-(Bromomethyl)-1-(methoxymethyl)cyclopropaneHCID 596576231'-[(6-chloro-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one

Product 1

HCID 579781411'-[(6-Chloro-1-{[1-(methoxymethyl)cyclopropyl]methyl}-1H-indol-3-yl)carbonyl]-5-fluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3-one

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) with 1-bromomethyl-1-methoxymethyl-cyclopropane (described in WO 2001032633) gave the title compound.

Sources & evidence

ORD record
ord-6e2c1d3005ba47638070ee9164f32cb1
Source dataset
uspto-grants-2008_02
Patent number
US07332501B2

Reaction notes

Loading…