HCID 12098505, compound → HCID 10182659, compound

HRID 1841445Notes

Reaction equation

HRID 1841445 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:22](=[O:23])[N:21]([CH2:24][CH3:25])[C:14]3[N:15]=[C:16](SC)[N:17]=[N:18][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.C(N[N:29]([CH2:33][CH2:34][CH2:35][CH3:36])NCC)C>>[CH2:14]([N:21]([CH2:22][CH3:11])[CH2:36][CH2:35][CH2:34][CH2:33][NH:29][C:16]1[N:17]=[N:18][C:13]2[CH:12]=[C:11]([C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=3)[C:22](=[O:23])[N:21]([CH2:24][CH3:25])[C:14]=2[N:15]=1)[CH3:13]

Participants

3

Reactant 2

HCID 12098505HCID 12098505, compoundHCID 86585209HCID 86585209, compound

Product 1

HCID 10182659HCID 10182659, compoundYield 166.6%

Conditions

Temperature
70 °C

Procedure

To 300 mg (0.84 mmol) of 7-(3,5-dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2,4-triazin-6-one was added 1.25 g (8.7 mmol) of N,N-diethylaminobutylamine. The reaction mixture was warmed at 70° C. for 1.5 hours and cooled to room temperature. A seed crystal was added to the solution, and it was set overnight. The resulting crystalline material was collected, washed with 1:1 diethyl ether/hexane and dried under house vacuum to give 318 mg (83%) of the title compound as pale yellow solid. Mp=120-121° C.(dec); when placed in a 119° C. melting point apparatus. MS (APCI) (m+1)/z 455.2.

Workup

  1. temperaturecooled to room temperature
  2. additionA seed crystal was added to the solution, and it
  3. customThe resulting crystalline material was collected
  4. washwashed with 1:1 diethyl ether/hexane
  5. customdried under house vacuum

Sources & evidence

ORD record
ord-50b354edaee141dd88754fcfa548f152
Source dataset
uspto-grants-2004_01
Patent number
US06683183B2

Reaction notes

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