Sodium Carbonate → HCID 58579019, compound

HRID 2368767Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7](Cl)[CH2:6][CH2:5]2.C(=O)([O-])[O-].[Na+].[Na+].[N:18]1([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([N:21]1[CH2:20][CH2:19][N:18]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:23][CH2:22]1)[CH2:6][CH2:5]2

Participants

Conditions

Temperature: 60 °C

Procedure

5-Bromo-1-chloro-2,3-dihydro-1H-indene (10 g, 43 mmol) was dissolved in 80 mL of acetonitrile, and sodium carbonate (4.8 g, 45 mmol) was added followed by tert-butyl piperazin-1-carboxylate (9.7 g, 52 mmol). The mixture was stirred at 60° C. overnight. The insoluble substance was removed by filtration and the filtrate was concentrated. The residue was separated by silica gel column using ethyl acetate/hexanes (1:2 to 1:1) as the eluent to obtain 12 g (72% yield) of the subtitle compound. MS (M+1)=381.11, 383.11.

Workup

customThe insoluble substance was removed by filtration
concentrationthe filtrate was concentrated
customThe residue was separated by silica gel column

Sources & evidence

ORD record: ord-64a498fbba67401f8ce117c0e8d1d89d
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08703771B2

Reaction notes

Loading…