Isopropyl isocyanate → HCID 86617475, compound

HRID 1162825Notes

Reaction equation

HRID 1162825 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]2[CH2:12][CH:11]([CH2:13][CH2:14][N:15]([O:17][CH3:18])[CH3:16])[NH:10][CH2:9][C:8]2=[O:19])=[CH:4][CH:3]=1.[CH:22]([N:25]=[C:26]=[O:27])([CH3:24])[CH3:23]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:8](=[O:19])[CH2:9][N:10]([C:26]([NH:25][CH:22]([CH3:24])[CH3:23])=[O:27])[CH:11]([CH2:13][CH2:14][N:15]([O:17][CH3:18])[CH3:16])[CH2:12]2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 588579491-[(4-Fluorophenyl)methyl]-5-[2-(methoxymethylamino)ethyl]-2-piperazinone

Product 1

HCID 86617475HCID 86617475, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1-(4-fluorobenzyl)-5-{2-[methoxy(methyl)amino]ethyl}piperazine-2-one (784 mg, 2.65 mmol) in anhydrous CH2Cl2 (13 mL) was treated with isopropyl isocyanate (391 μL, 3.98 mmol) and stirred under inert atmosphere at ambient temperature for 18 h. The solvent was removed in vacuo, and the resulting oil was purified by silica gel chromatography (EtOAc to 5% MeOH/EtOAc to 10% MeOH/EtOAc) to afford the title urea as a light orange oil.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting oil was purified by silica gel chromatography (EtOAc to 5% MeOH/EtOAc to 10% MeOH/EtOAc)

Sources & evidence

ORD record
ord-d348f2bf3cc94658b9fbf8751398fca9
Source dataset
uspto-grants-2010_10
Patent number
US07820680B2

Reaction notes

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