tert-Butyl piperazine-1-carboxylate → HCID 69038776, compound

HRID 1820827Notes

Reaction equation

HRID 1820827 reaction equation
Cl[C:2]1[N:3]=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>CC(N(C)C)=O.C(OCC)(=O)C>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:2]2[N:3]=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=2)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 592772973-Chloro-5-(trifluoromethyl)pyridazine

Product 1

HCID 69038776HCID 69038776, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
100 °C

Procedure

3-Chloro-5-trifluoromethyl-pyridazine (200 mg) was added to piperazine-1-carboxylic acid tert-butyl ester (231 mg) in dimethylacetamide (3 mL), and the reaction mixture was stirred at 100° C. for 3 hours. After such time, the reaction mixture was allowed to cool down to room temperature and diluted with ethyl acetate. The solid was filtered off and washed with ethyl acetate. The filtrate was then concentrated in vacuo and then purified by column chromatography (SiO2, Heptane/EtOAc) to yield the title compound as a white solid (364 mg). MS (m/e): 333.4 (M+H+, 100%)

Workup

  1. temperatureto cool down to room temperature
  2. filtrationThe solid was filtered off
  3. washwashed with ethyl acetate
  4. concentrationThe filtrate was then concentrated in vacuo
  5. custompurified by column chromatography (SiO2, Heptane/EtOAc)

Sources & evidence

ORD record
ord-4b01918a6d614bcca7fed21ecd2f1887
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

Loading…