Phenethyl isocyanate → 7-Chloro-4-[4-(phenethylaminocarbonyl)piperazin-1-yl]quinoline

HRID 1353369Notes

Reaction equation

HRID 1353369 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH2:18]([N:26]=[C:27]=[O:28])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CCCCCC.CCOC(C)=O>C1COCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][N:15]([C:27]([NH:26][CH2:18][CH2:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[O:28])[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 160602Phenethyl isocyanateHCID 7383897-Chloro-4-(piperazin-1-yl)quinolineHCID 21226206Ethyl acetate hexane

Product 1

HCID 211018067-Chloro-4-[4-(phenethylaminocarbonyl)piperazin-1-yl]quinoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-Chloro-4-(piperazin-1-yl)quinoline (62 mg, 0.25 mmol) and phenethyl isocyanate (45 μL, 0.30 mmol) in THF (10 mL) are reacted according to method C yielding the title product as a colorless oil after column chromatography with hexane-EtOAc.

Sources & evidence

ORD record
ord-ffb00c15796a44caa73bd3bdcdbf4647
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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