Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (Bis(2-methoxyethyl)amino)sulfur trifluoride | HCID 2734690 | — |
| Reactant | HCID 57503253 | HCID 57503253 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11210875 | HCID 11210875 | — |
Reaction Steps
To a solution {7-[2-(3-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidin-2-yl}-methanol (compound 223, below) (31 mg, 0.08 mmol) in dichloromethane (5 mL) is added bis(2-methoxyethyl)aminosulfur trifluoride (0.2 ml, 50% in THF) at room temperature under N2. The mixture is stirred for two hours, and is poured into saturated NaHCO3 (10 mL), and after CO2 evolution ceases it is extracted into dichloromethane, dried (MgSO4), filtered and evaporated in vacuo. PTLC by 5% MeOH/dichloromethane gives the pure product (157). 1H NMR: 0.98 (3H, t, J=5.4 Hz), 1.67 (2H, m), 2.99 (2H, m), 5.69 (2H, d, J=35.1 Hz), 5.88 (2H, s), 7.22 (1H, s), 7.22–7.31 (2H, m), 7.54 (1H, t, J=6.0 Hz), 8.39 (1H, s), 9.13 (1H, s). LCMS (M+1) 370.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07271170B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-9419b5f46f4742a2a361aa70ac3f6d8c |
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| Source note | uspto-grants-2007_09 |
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