Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 25057642 | HCID 25057642 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68457435 | HCID 68457435 | 78% |
Reaction Steps
A solution of 4-(benzyloxy)-1-(1-(2-(piperidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one (26.7 mg, 0.062 mmol) in CH2Cl2 (0.3 mL) was treated with anhydrous HCl in diethyl ether (62 μL, 0.062 mmol, 1.0 M). After stirring at ambient temperature for 2.0 h, the solids were collected by filtration, washed with diethyl ether and dried to yield the title compound (22.8 mg, 78%) as a light yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 9.85 (br s, 1H), 8.24 (s, 1H), 7.85 (d, J=9.0 Hz, 1H), 7.79 (s, 1H), 7.60 (d, J=7.5 Hz, 1H), 7.48-7.36 (m, 6H), 6.12 (dd, J=7.5, 3.0 Hz, 1H), 5.99 (d, J=3.0 Hz, 1H), 5.15 (s, 2H), 4.89 (t, J=6.5 Hz, 2H), 3.61-3.54 (m, 4H), 3.00-2.94 (m, 2H), 1.84-1.81 (m, 2H), 1.68-1.65 (m, 3H), 1.41-1.36 (m, 1H); ESI MS m/z 429 [M+H]+; HPLC (Method A) 99.5% (AUC), tR=14.2 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268868B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-da8d6e0900db4dc2a4e1d3f3a703771f |
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| Source note | uspto-grants-2012_09 |
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