Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Methylsulfonyl)piperazine | HCID 709161 | — |
| Reactant | HCID 86673518 | HCID 86673518 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67297471 | HCID 67297471 | — |
Reaction Steps
A mixture of 1-[4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-3-phenyl-urea (120 mg, 0.26 mmol.), 1-methanesulfonyl-piperazine (65 mg, 0.39 mmol, 1.5 eq.), triethylamine (40 mg, 0.39 mmol, 1.5 eq.), and DMF (4.0 ml) was added to the reaction vessel and flushed with argon. The reaction mixture was stirred at 80° C. for 5 hrs and then dried, and the solvent was evaporated. The reaction mixture was partitioned between EA and NH4Cl(aq), the organic layer was washed with brine, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified with flash chromatography on silica gel (Hexane/EtOAc 1:1) to give a pale yellow solid of 77.2 mg (50.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315491B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-bbdebaedac9149a59c43492551c2af87 |
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| Source note | uspto-grants-2016_04 |
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