Sodium Iodide → HCID 86617204, compound

HRID 499925Notes

Reaction equation

HRID 499925 reaction equation
[CH2:1]([N:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=2)=[O:12])[N:7]=[C:6]1[C:25]([NH:27][CH2:28][CH2:29][CH2:30][Cl:31])=[O:26])[CH2:2][CH2:3][CH3:4].[F:32][C:33]([F:37])([F:36])[CH2:34][NH2:35].[I-].[Na+]>COCCOC>[ClH:31].[CH2:1]([N:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=2)=[O:12])[N:7]=[C:6]1[C:25]([NH:27][CH2:28][CH2:29][CH2:30][NH:35][CH2:34][C:33]([F:37])([F:36])[F:32])=[O:26])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 9773Ethanamine, 2,2,2-trifluoro-HCID 59421850HCID 59421850, compound

Product 1

HCID 86617204HCID 86617204, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
90 °C

Procedure

90 mg (0.19 mmol) of 1-butyl-N-(3-chloropropyl)-4-[({[4-(trifluoromethoxy)phenyl]-amino}carbonyl)amino]-1H-imidazole-2-carboxamide (Example 151) in 3 ml of 1,2-dimethoxyethane are mixed with 97 mg (0.97 mmol) of 2,2,2-trifluoroethylamine and 29 mg (0.19 mmol) of sodium iodide under argon and stirred at 90° C. overnight. The reaction mixture is concentrated in vacuo and purified by preparative HPLC.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-cb190b97a5804db4a10a59094352e4b5
Source dataset
uspto-grants-2010_08
Patent number
US07767704B2

Reaction notes

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