Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 178509029 | HCID 178509029 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66759164 | HCID 66759164 | 60.3% |
Reaction Steps
To a solution of 5-amino-2-(4-fluorophenyl)thiazolo[5,4-d]pyrimidine-7-thiol (50 mg, 0.18 mmol) and triethylamine (63 μl, 0.45 mmol) in DMSO (1 ml) was added benzyl bromide (43 μl, 0.36 mmol). The reaction mixture was stirred under N2 at 25° C. for 3 hours. The mixture was poured onto water and extracted with EtOAc. The organic extracts were dried over Na2SO4 and the solvents were removed under reduced pressure. The residue was purified by flash chromatography on silica (CH2Cl2/MeOH 100:1) to yield the title compound as a light yellow solid (40 mg, 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-e9a09f2706aa4877896bd8b41cc11ac7 |
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| Source note | uspto-grants-2015_11 |
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