Piperazine → HCID 46916336, compound

HRID 1507776Notes

Reaction equation

HRID 1507776 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[N:11]=[C:12]([NH2:21])[N:13]=[C:14](S(C)(=O)=O)[C:15]=3[N:16]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[NH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[N:11]=[C:12]([NH2:21])[N:13]=[C:14]([N:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)[C:15]=3[N:16]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 50941865HCID 50941865, compound

Product 1

HCID 46916336HCID 46916336, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-(4-fluorophenyl)-7-methylsulfonyl-thiazolo[5,4-d]pyrimidin-5-amine (0.40 g, 1.23 mmol) and triethylamine (0.26 ml, 1.85 mmol) in dioxane (6 ml) was added piperazine (0.16 g, 1.85 mmol). The reaction mixture was heated at 60° C. for 5 hours. After cooling, the volatiles were removed under reduced pressure. The crude residue was purified by flash chromatography on silica (CH2Cl2/MeOH 15:1), furnishing the title compound as a light yellow solid (0.27 g, 67%).

Workup

  1. temperatureAfter cooling
  2. customthe volatiles were removed under reduced pressure
  3. customThe crude residue was purified by flash chromatography on silica (CH2Cl2/MeOH 15:1)

Sources & evidence

ORD record
ord-8c025feb40d84356a5f7b8250a362a89
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

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