Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 178509029 | HCID 178509029 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 50941766 | HCID 50941766 | 60.3% |
Reaction Steps
To a solution of 5-amino-2-(4-fluorophenyl)thiazolo[5,4-d]pyrimidine-7-thiol (1.2 g, 4.31 mmol) and triethylamine (1.50 ml, 10.8 mmol) in DMSO (25 ml) was added iodomethane (0.54 ml, 8.62 mmol). The reaction mixture was stirred for 12 h under N2 at 25° C. The mixture was poured into water and extracted with EtOAc. The organic extracts were dried over Na2SO4 and the solvents were removed under reduced pressure. The crude residue was purified by flash chromatography on silica (CH2Cl2/MeOH 80:1), yielding the title compound as a light yellow solid (0.76 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193741B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-8ff93e5189394c0f93fa99513fee45e1 |
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| Source note | uspto-grants-2015_11 |
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