Phenyl isocyanate → HCID 21101816, compound

HRID 1353331Notes

Reaction equation

HRID 1353331 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:28])=[CH:7][CH:8]=2)[N:3]=1.[C:29]1([N:35]=[C:36]=[O:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CC#N.ClCCCl>[Cl:28][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([N:12]3[CH2:13][CH2:14][N:15]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[O:19])[CH2:16][CH2:17]3)=[CH:11][C:2]([NH:1][C:36]([NH:35][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:37])=[N:3]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 21101585HCID 21101585, compound

Product 1

HCID 21101816HCID 21101816, compound

Reagents, catalysts & solvents 1

HCID 22402149Acetonitrile 1,2-dichloroethaneSolvent

Procedure

To a solution of 2-amino-7-chloro-4-[4-(4-fluorophenylaminocarbonyl)piperazin-1-yl]quinoline (20 mg, 0.05 mmol) in MeCN-1,2-dichloroethane 1:1 (12 mL) is added phenyl isocyanate (17 μL, 0.11 mmol). The reaction mixture is heated at reflux for 1 h. Upon cooling the title product precipitates and is collected by filtration.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 1 h

Sources & evidence

ORD record
ord-8471f25505d1497bbb10b486a17d7877
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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