HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66673101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 24994033 | HCID 24994033 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66673101 | HCID 66673101 | 94% |
Reaction Steps
5-[4-(Methylsulfonyl)phenyl]-2-[(4-piperidinylmethyl)oxy]pyridine dihydrochloride (0.32 g, 94%) was prepared as a light yellow solid from 1,1-dimethylethyl 4-[({5-[4-(methylsulfonyl)phenyl]-2-pyridinyl}oxy)methyl]-1-piperidinecarboxylate (Example 70, 0.36 g, 0.81 mmol), 1,4-dioxane (16 mL), ether (12 mL), 4.0M HCl in 1,4-dioxane (12 mL) and 2M HCl in ether (12 mL) in a manner similar to Example 66, Step 1. 1H NMR (400 MHz, CD3OD): δ 8.48 (d, 1H, J=2.5 Hz), 8.06 (dd, 1H, Ja=8.6 Hz, Jb=2.5 Hz), 8.03 (d, 2H, J=8.5 Hz), 7.86 (d, 2H, J=8.4 Hz), 6.94 (d, 1H, J=8.6 Hz), 4.28 (d, 2H, J=6.1 Hz), 3.50-3.40 (m, 2H), 3.14 (s, 3H), 3.10-3.00 (m, 2H), 2.30-2.15 (m, 1H), 2.15-2.05 (m, 2H), 1.70-1.55 (m, 2H); LRMS (ESI), m/z 347 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101634B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-0af8055d636c486ea638291c99af177b |
| Source note | uspto-grants-2012_01 |