HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-ethyl-6-fluoro-3-(2-(isoindolin-2-yl)ethyl)-1H-indol-4-ol → 1-ethyl-6-fluoro-3-(piperidin-3-yl)-1H-indol-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-ethyl-6-fluoro-3-(2-(isoindolin-2-yl)ethyl)-1H-indol-4-ol | HCID 50996350 | — |
| Reactant | 3-(1-benzyl-1,4,5,6-tetrahydropyridin-3-yl)-4-(benzyloxy)-1-ethyl-6-fluoro-1H-indole | HCID 58303913 | — |
| Product | 1-ethyl-6-fluoro-3-(piperidin-3-yl)-1H-indol-4-ol | HCID 50996346 | 59% |
Reaction Steps
Following the procedure (step 3 scheme 31 used to prepare compound 31-4 compound 38-3 gave compound 38-4 (113 mg, 59%) as a light tan-colored solid. 1H NMR (300 MHz, MeOD-d6): δ (ppm) 6.80 (s, 1H), 6.49 (dd, J=10.0, 2.1 Hz, 1H), 6.13 (dd, J=11.4, 2.1 Hz, 1H), 4.01 (q, J=7.2 Hz, 2H), 3.53-3.40 (m, 2H), 3.05 (d, J=11.4 Hz, 1H), 2.55 (dt, J=23.0, 11.7 Hz, 2H), 2.14 (dd, J=8.8, 6.1 Hz, 1H), 1.85-1.56 (m, 3H), 1.34 (t, J=7.2 Hz, 3H). LCMS: calc 262.1 and found: 263.1 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912220B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-314ebef29def4b4e960a2dadb73cb67b |
| Source note | uspto-grants-2014_12 |