Phenyl isocyanate → HCID 68965045, compound

HRID 226310Notes

Reaction equation

HRID 226310 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][N:9]=2)[CH2:3][CH2:2]1.[C:18]1([N:24]=[C:25]=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1>[NH:24]([C:25]([N:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][N:9]=2)[CH2:3][CH2:2]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 10752245HCID 10752245, compound

Product 1

HCID 68965045HCID 68965045, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 6-(4-piperidylamino)nicotinate (0.73 g) and phenyl isocyanate (388 mg) in THF (30 ml) was stirred at ambient temperature for 12 hours. IPE (30 ml) was added to a reaction mixture and the precipitate was collected by filtration to give methyl 6-{[1-(anilinocarbonyl)-4-piperidyl]amino}nicotinate (0.72 g)

Workup

  1. additionIPE (30 ml) was added to a reaction mixture
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-54000c3c108d46f2bf4eec7e7cfc90c7
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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