HCID 131730935, compound → HCID 131730937, compound

HRID 2035486Notes

Reaction equation

HRID 2035486 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:27][CH2:26][CH:25]([CH2:28][CH2:29]OS(C)(=O)=O)[CH2:24][CH2:23]3)=[CH:18][CH:17]=2)[N:12]=[CH:11][C:10]=1[CH2:35][C:36]([NH2:38])=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.C(NCC)C>[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:23][CH2:24][CH:25]([CH2:28][CH2:29][N:8]([CH2:9][CH3:10])[CH2:1][CH3:2])[CH2:26][CH2:27]3)=[CH:18][CH:17]=2)[N:12]=[CH:11][C:10]=1[CH2:35][C:36]([NH2:38])=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 131730935HCID 131730935, compound2×

Product 1

HCID 131730937HCID 131730937, compoundYield 135.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8021DiethylamineSolvent

Conditions

Temperature
100 °C

Procedure

20 mg of 4-(benzylamino)-6-({4-[4-(2-methylsulfonyloxyethyl)piperidino]phenyl}amino)pyridine-3-carboxyamide (the compound of Example 58) was dissolved in 1 mL of ethanol, to which 0.5 mL of diethylamine was added, and stirred in a sealed tube at 100° C. for 3 hours. After cooling, the solvent was evaporated and the residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1) to obtain 13 mg (68%) of the title compound as a slight brown crystalline powder.

Workup

  1. additionwas added
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. customthe residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1)

Sources & evidence

ORD record
ord-5903028880324a1cab3969a264d64032
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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