2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene → 3-(2,6-Dichloro-4-methoxybenzyl)-1-(cis-2-methylcyclohexyl)pyrrolidin-2-one

HRID 2235275Notes

Reaction equation

HRID 2235275 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13].Br[CH2:15][C:16]1[C:21]([Cl:22])=[CH:20][C:19]([O:23][CH3:24])=[CH:18][C:17]=1[Cl:25]>>[Cl:22][C:21]1[CH:20]=[C:19]([O:23][CH3:24])[CH:18]=[C:17]([Cl:25])[C:16]=1[CH2:15][CH:10]1[CH2:11][CH2:12][N:8]([C@@H:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C@@H:2]2[CH3:1])[C:9]1=[O:13]

Participants

3

Reactant 2

HCID 592994792-(Bromomethyl)-1,3-dichloro-5-methoxybenzeneHCID 684706881-(Cis-2-methyl-cyclohexyl)-pyrrolidin-2-one

Product 1

HCID 684702693-(2,6-Dichloro-4-methoxybenzyl)-1-(cis-2-methylcyclohexyl)pyrrolidin-2-oneYield 63.1%

Procedure

Using the procedure to synthesize Example 1 and using reagents 1-(cis-2-methyl-cyclohexyl)-pyrrolidin-2-one (Preparation 32) (1.0 g, 5.52 mmol) and 2-(bromomethyl)-1,3-dichloro-5-methoxybenzene (1.24 g, 5.52 mmol) gives 1.29 g (63%) 3-(2,6-Dichloro-4-methoxybenzyl)-1-(cis-2-methylcyclohexyl)pyrrolidin-2-one as a white solid.

Workup

  1. customto synthesize Example 1

Sources & evidence

ORD record
ord-6fe62fb6cf0141f1b258d293ef0abd65
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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