HCID 66764889, compound → HCID 56836074, compound

HRID 1400059Notes

Reaction equation

HRID 1400059 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[N:17]=[C:16]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:26]([CH3:31])[S:27]([CH3:30])(=[O:29])=[O:28])[CH:15]=[CH:14][N:13]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[H][H]>CO>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]2[N:17]=[C:16]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:26]([CH3:31])[S:27]([CH3:30])(=[O:28])=[O:29])[CH:15]=[CH:14][N:13]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 66764889HCID 66764889, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 56836074HCID 56836074, compoundYield 49.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 mg of N-(2-{2-[2-(4-methanesulfonylphenylamino)pyrimidin-4-yl]ethynyl}-phenyl)-N-methylmethanesulfonamide are dissolved in 1 ml of methanol, and 100 mg of activated carbon (with 10% of Pd) are added. A hydrogen atmosphere is generated, and the suspension is stirred at room temperature for 3 h. The catalyst is subsequently filtered off, and the solvent is removed. The residue is chromatographed on silica gel, giving 50 mg of the title compound as colourless solid;

Workup

  1. addition100 mg of activated carbon (with 10% of Pd) are added
  2. filtrationThe catalyst is subsequently filtered off
  3. customthe solvent is removed
  4. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-3235d7440f1648d4b4a546980124bae6
Source dataset
uspto-grants-2014_12
Patent number
US08906916B2

Reaction notes

Loading…