Phenyl isocyanate → HCID 178521960, compound

HRID 28865Notes

Reaction equation

HRID 28865 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][C:9]([C:10]3[C:11]([C:15]4[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=4)=[N:12][NH:13][CH:14]=3)=[C:4]2[CH:3]=[CH:2]1.C(N(CC)CC)C.[C:29]1([N:35]=[C:36]=[O:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O1CCCC1>[C:29]1([NH:35][C:36]([NH:19][C:18]2[CH:20]=[CH:21][C:15]([C:11]3[C:10]([C:9]4[CH:8]=[CH:7][N:6]=[C:5]5[NH:1][CH:2]=[CH:3][C:4]=45)=[CH:14][NH:13][N:12]=3)=[CH:16][CH:17]=2)=[O:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 178507468HCID 178507468, compound

Product 1

HCID 178521960HCID 178521960, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-[4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]aniline (0.13 mmol) and triethylamine (0.20 mmol) in tetrahydrofuran (1.5 mL) was added phenyl isocyanate (0.13 mmol). After 14 h, the reaction mixture was concentrated in vacuo and the residue was purified by Gilson reverse phase HPLC to provide the title compound. ESMS [M+H]+: 395.2

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by Gilson reverse phase HPLC

Sources & evidence

ORD record
ord-61a925ac3f0f42e2a17ddef220b7b344
Source dataset
uspto-grants-2008_09
Patent number
US07419988B2

Reaction notes

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