2-Methylpiperazine, (R)- → HCID 68931957, compound

HRID 1027463Notes

Reaction equation

HRID 1027463 reaction equation
Cl[CH:2]([CH:13]1[CH2:15][CH2:14]1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:4]=1.[CH3:16][C@@H:17]1[CH2:22][NH:21][CH2:20][CH2:19][NH:18]1>CC#N>[CH:13]1([CH:2]([C:3]2[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:4]=2)[N:18]2[CH2:19][CH2:20][NH:21][CH2:22][C@H:17]2[CH3:16])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 73304342-Methylpiperazine, (R)-HCID 68930434HCID 68930434, compound

Product 1

HCID 68931957HCID 68931957, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 1-(chloro(cyclopropyl)methyl)-3-(trifluoromethyl)benzene (2.5 g, 11 mmol) and (R)-2-methylpiperazine (3.2 g, 32 mmol) in 30 mL of MeCN was heated at 90° C. overnight. The solvent was evaporated and the solid residue was submitted to column chromatography (SiO2, EtOAc to EtOAc/2M NH3 in MeOH=100:20) to give crude (2R)-1-(cyclopropyl(3-(trifluoromethyl)phenyl)methyl)-2-methylpiperazine (3.15 g) which was directly used in next step.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-a1b6fdc019f941bd9f5b8fb98512ac03
Source dataset
uspto-grants-2014_05
Patent number
US08735383B2

Reaction notes

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