Sodium Methoxide → HCID 23155114, compound

HRID 1912846Notes

Reaction equation

HRID 1912846 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5](I)[N:6]2[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([C:28]([F:31])([F:30])[F:29])[CH:22]=2)=[O:19])=[CH:13][CH:12]=1.[CH3:33][O-:34].[Na+]>CO>[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:34][CH3:33])[N:6]2[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([C:28]([F:31])([F:30])[F:29])[CH:22]=2)=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 23155066HCID 23155066, compound

Product 1

HCID 23155114HCID 23155114, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 2 mL of methanol, 25 mg (0.04 mmol) of 1-[4-(6-amino-8-iodopurin-9-yl)phenyl]-3-(4-chloro-3-(trifluoromethyl)phenyl)urea was dissolved, and 5.6 mg (0.10 mmol) of sodium methylate was added thereto, and the mixture solution was refluxed with stirring for 14 hours. The reaction solution was concentrated and purified by a silica gel column (dichloromethane:methanol=9:1) to obtain 7 mg (34%) of a target product as a white solid.

Workup

  1. temperaturethe mixture solution was refluxed
  2. concentrationThe reaction solution was concentrated
  3. custompurified by a silica gel column (dichloromethane:methanol=9:1)

Sources & evidence

ORD record
ord-a05589ec8f3a4046b18ecc40a0c943fe
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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