4-Bromoanisole → (3R)-1-(4-methoxyphenyl)-3-methylpiperazine

HRID 1677755Notes

Reaction equation

HRID 1677755 reaction equation
CO[C:3]1[CH:4]=[C:5]([N:11]2[CH2:16][CH2:15][NH:14][C@H:13]([CH3:17])[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].BrC1C=CC(OC)=CC=1>>[CH3:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([N:11]2[CH2:16][CH2:15][NH:14][C@H:13]([CH3:17])[CH2:12]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 77304-BromoanisoleHCID 58487959(3R)-1-(3,4-dimethoxyphenyl)-3-methylpiperazine

Product 1

HCID 27441151(3R)-1-(4-methoxyphenyl)-3-methylpiperazine

Procedure

The title compound was prepared following the procedure of Intermediate 25, but starting from 1-bromo-4-methoxybenzene. Purification by flash chromatography (CHCl3/MeOH) gave the title compound as a yellow oil. M+(ESI): 207.2. HPLC (Condition A), Rt: 1.2 min (HPLC purity: 92.2%).

Workup

  1. customThe title compound was prepared
  2. customPurification by flash chromatography (CHCl3/MeOH)

Sources & evidence

ORD record
ord-65e6cf038df142cfa21677c8d64b5055
Source dataset
uspto-grants-2011_08
Patent number
US08008302B2

Reaction notes

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