HCID 23155293, compound → HCID 23155289, compound

HRID 1912862Notes

Reaction equation

HRID 1912862 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH:39]=[CH2:40])[N:6]2[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]2[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([CH2:31][N:32]3[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]3)[CH:22]=2)=[O:19])=[CH:13][CH:12]=1.[H][H]>CO.[C].[Pd]>[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH2:39][CH3:40])[N:6]2[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]2[CH:26]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:24]=[C:23]([CH2:31][N:32]3[CH2:33][CH2:34][N:35]([CH3:38])[CH2:36][CH2:37]3)[CH:22]=2)=[O:19])=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 23155293HCID 23155293, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23155289HCID 23155289, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 3 mL of methanol, 20 mg (0.1 mmol) of 1-[4-(6-amino-8-vinylpurin-9-yl)phenyl]-3-[3-(4-methylpiperazin-1-ylmethyl)-5-(trifluoromethyl)phenyl]urea was dissolved, and 10 mg of 10% palladium carbon was added thereto, and the mixture solution was refluxed with stirring in a hydrogen atmosphere for one hour. The palladium carbon was removed by filtration and the reaction solution was concentrated under reduced pressure, and the obtained crude product was triturated with diethyl ether to obtain 18 mg (90%) of a target product as a pale yellow solid.

Workup

  1. temperaturethe mixture solution was refluxed
  2. customThe palladium carbon was removed by filtration
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. customthe obtained crude product
  5. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-c63efc1e7e594100b06f6f7b01b6bbba
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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