Iodine → HCID 178502967, compound

HRID 1726071Notes

Reaction equation

HRID 1726071 reaction equation
[CH3:1][O:2][P:3]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:14])[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][N:9]=[CH:8]2.[I:21]I.[OH-].[K+]>CN(C)C=O>[CH3:1][O:2][P:3]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][N:9]=[C:8]2[I:21]

Participants

5

Reactant 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 57562461phenylphosphonic acid 1H-indazol-5-yl ester methyl ester

Product 1

HCID 178502967HCID 178502967, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Phenylphosphonic acid 3-iodo-1H-indazol-5-yl ester methyl ester is prepared according to procedure A using 76 mg of phenylphosphonic acid 1H-indazol-5-yl ester methyl ester, 134 mg of iodine and 30.6 mg of potassium hydroxide ground before hand in 3 ml of dimethylformamide. The crude is purified by flash chromatography on silica with a particle size of 15-35 μm. Eluent: ethyl acetate/cyclohexane 1:1 to obtain 77.6 mg of phenyl-phosphonic acid 3-iodo-1H-indazol-5-yl ester methyl ester.

Workup

  1. customPhenylphosphonic acid 3-iodo-1H-indazol-5-yl ester methyl ester is prepared
  2. customThe crude is purified by flash chromatography on silica with a particle size of 15-35 μm

Sources & evidence

ORD record
ord-cfad7bf84572484588423c890c5e0f57
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

Loading…