Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | HCID 86700256 | HCID 86700256 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86700257 | HCID 86700257 | — |
Reaction Steps
A mixture of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-ethylpyrazolo[1,5-a]pyrimidin-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (24.9 mg, 0.044 mmol) and lithium iodide (200 mg) in pyridine (0.5 mL) was heated in microwave at 170° C. for 1 h. Reaction mixture was diluted with ethyl acetate, washed with 5% acetic acid solution, brine, dried (MgSO4), filtered, concentrated and purified by CombiFlash (0 to 30% MeOH/CH2Cl2). Lyophilization gave desired product. LCMS-ESI+: calc'd for C28H28ClN4O3S: 535.2. (M+H+); Found: 535.2 (M+H+). 1H NMR (400 MHz, CDCl3) δ 9.22 (dd, J=2.8, 1.6 Hz, 1H), 8.95 (dd, J=2.8, 1.6 Hz, 1H), 8.07 (s, 1H), 7.89 (s, 1H), 7.70 (d, J=7.8 Hz, 1H), 7.58-7.37 (m, 3H), 5.31 (s, 1H), 2.86 (q, J=7.6 Hz, 2H), 2.58 (s, 3H), 1.34 (dd, J=7.8, 7.3 Hz, 3H), 0.99 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987250B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-01a3f4cb035a49bdb07e64bd6a1e971a |
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| Source note | uspto-grants-2015_03 |
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