HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxypyrrolidine → 1-(4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | (R)-3-Pyrrolidinol | HCID 2759337 | — |
| Reactant | 4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine | HCID 86585867 | — |
| Product | 1-(4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidin-3-ol | HCID 21906765 | — |
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 (R)-3-hydroxypyrrolidine. A yellow solid 116 was obtained (0.0353 g, 75%). 1H-NMR (CDCl3, 400 MHz) δ 2.15-2.23 (m, 1H), 2.25-2.31 (m, 1H), 3.78-3.84 (m, 2H), 3.87-3.95 (m, 2H), 4.28-4.34 (m, 4H), 4.72-4.76 (m, 1H), 6.77 (s, 1H), 6.91 (dd, J=1.1 Hz, 6.6 Hz, 1H), 6.95 (d, J=8.1 Hz, 1H), 7.05 (dd, J=2.1 Hz, 8.1 Hz, 1H), 7.10 (d, J=2.2 Hz, 1H), 7.12 (d, J=8.4 Hz, 1H), 7.54 (dd, J=1.4 Hz, 8.5 Hz, 1H), 7.83 (d, J=1.1 Hz, 1H), 8.15 (d, J=6.6 Hz, 1H); MS (APCI) m/z 475 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787542B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-9c5f91e6cbfc4bf390e6539d0fec8e29 |
| Source note | uspto-grants-2004_09 |