2-Bromothioanisole → (2r)-4-Benzyl-2-methyl-1-(2-methylthiophenyl) piperazine

HRID 1592719Notes

Reaction equation

HRID 1592719 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH3:9].[CH3:10][C@H:11]1[NH:16][CH2:15][CH2:14][N:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:12]1>>[CH2:17]([N:13]1[CH2:14][CH2:15][N:16]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][CH3:9])[C@H:11]([CH3:10])[CH2:12]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 881662-BromothioanisoleHCID 6923226(R)-1-Benzyl-3-methylpiperazine

Product 1

HCID 69410672(2r)-4-Benzyl-2-methyl-1-(2-methylthiophenyl) piperazineYield 26%

Procedure

(2R)-4-Benzyl-2-methyl-1-(2-methylthiophenyl) piperazine was prepared in 26% yield from ortho-bromothioanisole and (R)-3-methyl-1-benzylpiperazine in a manner similar to Preparation 1A. LRMS (ESI+): 223.2 (M+1)

Sources & evidence

ORD record
ord-a984f627ac98408494605a929392453b
Source dataset
uspto-grants-2007_11
Patent number
US07291619B2

Reaction notes

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