Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propane | HCID 6334 | — |
| Reactant | HCID 86717520 | HCID 86717520 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86717523 | HCID 86717523 | 57% |
Reaction Steps
To a solution of {(2R,5S)-5-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]tetrahydro-2H-pyran-2-yl}methanol (115 mg, 0.412 mmol) in acetic acid (1.1 mL) was added propane, 1,1,1-triethoxy- (265 μL, 1.32 mmol). The resulting mixture was stirred at 120° C. for 30 min. After cooling to room temperature, the mixture was diluted with methanol and purified with prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product as white solid (74.8 mg, 57%). LCMS calculated for C16H20N3O2S (M+H)+: m/z=318.1. Found: 318.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181271B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-b30d66df37c0464e816e244c8e4b1d6b |
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| Source note | uspto-grants-2015_11 |
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