HCID 23109289, compound → HCID 11532808, compound

HRID 556409Notes

Reaction equation

HRID 556409 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[C:5]2[S:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=1.[CH3:32][CH2:33][O-:34].[K+]>O1CCOCC1>[CH2:33]([O:34][C:2]1[N:3]=[C:4]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[C:5]2[S:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=1)[CH3:32]

Participants

4

Reactant 2

HCID 23109289HCID 23109289, compoundHCID 23670592Potassium ethoxide

Product 1

HCID 11532808HCID 11532808, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.1 g (0.22 mmol) 2-chloro-7-(3,4-dimethoxyphenyl)-9-methyl-4-piperazin-1-yl-pyrido-[3′,2′:4,5]thieno[3,2-d]pyrimidine and 0.22 ml (0.44 mmol) potassium ethylate (2M THF) are refluxed in 10 ml absolute dioxane for 3 h. Then, the solvent is removed and the residue is suspended in some water. The aqueous suspension is extracted with dichloromethane, the organic phase is dried on sodium sulfate and the solvent is removed. 50 mg (49%) of the title substance is obtained.

Workup

  1. customThen, the solvent is removed
  2. extractionThe aqueous suspension is extracted with dichloromethane
  3. customthe organic phase is dried on sodium sulfate
  4. customthe solvent is removed
  5. custom50 mg (49%) of the title substance is obtained

Sources & evidence

ORD record
ord-865c80b761fb409597dabadf5b33bd5f
Source dataset
uspto-grants-2011_11
Patent number
US08058285B2

Reaction notes

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