HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → 4'-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-(1,2')bipyridinyl-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | 4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine | HCID 86585867 | — |
| Product | 4'-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-(1,2')bipyridinyl-4-ol | HCID 21906794 | — |
Reaction Steps
The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with 4-hydroxypiperidine. A yellow solid 119 was obtained (0.031 g, 63%). 1H-NMR (CDCl3, 400 MHz) δ 1.75–1.84 (m, 2H), 2.02–2.10 (m, 2H), 3.67–3.74 (m, 2H), 4.00–4.07 (m, 2H), 4.10–4.16 (m, 1H), 4.28–4.34 (m, 4H), 4.72–4.76 (m, 1H), 6.93–6.97 (m, 3H), 7.05 (dd, J=1.8 Hz, 8.0 Hz, 1H), 7.10 (d, J=1.8 Hz, 1H), 7.12 (d, J=8.5 Hz, 1H), 7.52 (d, J=8.4 Hz, 1H), 7.82 (s, 1H), 8.25 (d, J=6.3 Hz, 1H); MS (APCI) m/z 489 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129247B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-8bfd2291d76c439f9339b294e42fda20 |
| Source note | uspto-grants-2006_10 |