1-Bromo-3,4-(methylenedioxy)benzene → (3R)-1-(1,3-benzodioxol-5-yl)-3-methylpiperazine

HRID 1677754Notes

Reaction equation

HRID 1677754 reaction equation
C[O:2][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=CC2OCOC=2C=1>>[O:9]1[C:8]2[CH:7]=[CH:6][C:5]([N:11]3[CH2:16][CH2:15][NH:14][C@H:13]([CH3:17])[CH2:12]3)=[CH:4][C:3]=2[O:2][CH2:10]1

Participants

3

Reactant 2

HCID 758311-Bromo-3,4-(methylenedioxy)benzeneHCID 58487959(3R)-1-(3,4-dimethoxyphenyl)-3-methylpiperazine

Product 1

HCID 11687200(3R)-1-(1,3-benzodioxol-5-yl)-3-methylpiperazine

Procedure

The title compound was prepared following the procedure of Intermediate 25, but starting from 4-bromo-1,2-(methylenedioxy)benzene. Purification by flash chromatography (CHCl3/MeOH) gave the title compound as a yellow oil. M+(ESI): 221.2. HPLC (Condition A), Rt: 1.3 min (HPLC purity: 100%).

Workup

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

Sources & evidence

ORD record
ord-89b992f7b89b4d5c839ef2333a940db4
Source dataset
uspto-grants-2011_08
Patent number
US08008302B2

Reaction notes

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