HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl 3-(1-ethyl-6-fluoro-4-hydroxy-1H-indol-3-yl)piperidine-1-carboxylate → 1-ethyl-6-fluoro-3-(1-methylpiperidin-3-yl)-1H-indol-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl 3-(1-ethyl-6-fluoro-4-hydroxy-1H-indol-3-yl)piperidine-1-carboxylate | HCID 58303841 | — |
| Reactant | 2-(4-Benzyloxy-5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine | HCID 66927088 | — |
| Product | 1-ethyl-6-fluoro-3-(1-methylpiperidin-3-yl)-1H-indol-4-ol | HCID 50996347 | 22% |
Reaction Steps
Following the procedure (step 6, scheme 1) used to prepare compound 1-7a, compound 38-5 gave compound 38-6 (20 mg, 22%) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ (ppm) 9.91 (s, 1H), 6.92 (s, 1H), 6.63 (dd, J=10.2, 2.1 Hz, 1H), 6.14 (dd, J=11.5, 2.1 Hz, 1H), 3.98 (q, J=7.1 Hz, 2H), 3.31 (m, 1H), 3.02 (d, J=10.1 Hz, 1H), 2.71 (s, 1H), 2.14 (s, 3H), 2.01-1.42 (m, 5H), 1.25 (m, J=7.2 Hz, 4H). LCMS: calc 276.2 and found: 277.1 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912220B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-09528da2dc4d4af2add42c2e10700a29 |
| Source note | uspto-grants-2014_12 |