Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 25206250 | HCID 25206250 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25206091 | HCID 25206091 | — |
Reaction Steps
0.26 g (0.52 mmol) of 1,2,3,4-tetrahydro-2-methyl-5-(piperazin -1-yl)-1-(4-methylbenzenesulfonyl)quinoline prepared in example 14 and 67 mg (1.56 mmol, 45%) NaH was dissolved in 2 mL DMF at 0° C. After stirring 1 h at 0° C., the mixture was cooled to −78° C. and MeI was added (32 μL, 0.52 mmol). The reaction mixture was stirred over 1 night at room temperature After evaporating the solvent, the residue was dissolved in 15 mL water and extracted with EtOAc. The crude product was purified by column chromatography (eluent: CH2Cl2-MeOH 0.5%). Yield: 82 mg (38%) Rf=0.65 (CH2Cl2-MeOH 9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964603B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-f07dd324280b48169b5a6dc816330233 |
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| Source note | uspto-grants-2011_06 |
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