Ethanol → HCID 71061298, compound

HRID 2201873Notes

Reaction equation

HRID 2201873 reaction equation
[I:1][C:2]1[C:3]([NH:17]C(=O)OC)=[CH:4][C:5]([NH:8][C:9]([CH3:16])([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH3:10])=[N:6][CH:7]=1.[OH-].[K+].C(O)C>O>[I:1][C:2]1[C:3]([NH2:17])=[CH:4][C:5]([NH:8][C:9]([CH3:10])([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH3:16])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 86720663HCID 86720663, compound

Product 1

HCID 71061298HCID 71061298, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of methyl {5-iodo-2-[(2,4,4-trimethylpentan-2-yl)amino]pyridin-4-yl}carbamate (1.3 g, 3.2 mmol), potassium hydroxide (898 mg, 16 mmol), ethanol (10 mL) and water (10 mL) was heated at 80° C. for 2 hours. Ethanol was removed under vacuum, and the residue was stirred in water. The precipitated solid was filtered under vacuum and dried to yield 900 mg (81%) of 5-iodo-N2-(2,4,4-trimethylpentan-2-yl)pyridine-2,4-diamine.

Workup

  1. customEthanol was removed under vacuum
  2. filtrationThe precipitated solid was filtered under vacuum
  3. customdried

Sources & evidence

ORD record
ord-002a17e7f60e4b8382fc9efd9cca2db3
Source dataset
uspto-grants-2016_06
Patent number
US09364466B2

Reaction notes

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