Potassium Carbonate → 1-ethyl-5-(2-hydroxy-2-methylpropyl)4-iodo-1H-pyrazole-3-carbonitrile

HRID 1984501Notes

Reaction equation

HRID 1984501 reaction equation
[I:1]Cl.[CH2:3]([N:5]1[C:9]([CH2:10][C:11]([OH:14])([CH3:13])[CH3:12])=[CH:8][C:7]([C:15]#[N:16])=[N:6]1)[CH3:4].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH2:3]([N:5]1[C:9]([CH2:10][C:11]([OH:14])([CH3:12])[CH3:13])=[C:8]([I:1])[C:7]([C:15]#[N:16])=[N:6]1)[CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24640Iodine chlorideHCID 66958870HCID 66958870, compound

Product 1

HCID 669585891-ethyl-5-(2-hydroxy-2-methylpropyl)4-iodo-1H-pyrazole-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of iodine monochloride in dichloromethane (10.8 mL of 2 M, 21.6 mmol) was added to a mixture of 1-ethyl-5-(2-hydroxy-2-methylpropyl)-1H-pyrazole-3-carbonitrile (2.0 g, 10.3 mmol), dichloromethane (17 mL) and freshly ground potassium carbonate (2.9 g, 22 mmol). The reaction was stirred for 18 hours. The work-up and purification procedures described in Part D of Example 588 were followed to provide 1.8 g of 1-ethyl-5-(2-hydroxy-2-methylpropyl)-4-iodo-1H-pyrazole-3-carbonitrile as a white solid.

Workup

  1. customThe work-up and purification procedures

Sources & evidence

ORD record
ord-87da4995a48f46c1a3b44ca613ef7d96
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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