HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (4s)-4-N-[5-(Indol-5-yl)-pyridin-3-yl]-1-azatricyclo[3.3.1.13,7]decan-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 5-Indolylboronic acid | HCID 2734361 | — |
| Reactant | (4s)-4-N-(5-Bromopyridin-3-yl)-1-azatricyclo[3.3.1.13,7]decan-4-amine | HCID 24987501 | — |
| Product | (4s)-4-N-[5-(Indol-5-yl)-pyridin-3-yl]-1-azatricyclo[3.3.1.13,7]decan-4-amine | HCID 24990478 | — |
Reaction Steps
Prepared from the product of Example 69A (150 mg, 0.50 mmol) and 5-indolylboronic acid (160 mg, 1.0 mmol; Aldrich) according to Method E: 1H NMR (300 MHz, methanol-D4) δ ppm 1.59-1.77 (m, 1H), 1.79-1.93 (m, 2H), 1.93-2.07 (m, 2H), 2.28-2.32 (m, 2H), 3.10-3.32 (m, 6H), 3.88 (s, 1H), 6.51 (dd, J=3.0, 0.7 Hz, 1H), 7.27 (d, J=3.4 Hz, 1H), 7.30-7.34 (m, 1H), 7.36 (d, J=1.7 Hz, 1H), 7.47 (d, J=8.3 Hz, 1H), 7.78 (d, J=1.0 Hz, 1H), 7.93 (d, J=2.4 Hz, 1H), 8.03 (d, J=1.7 Hz, 1H). MS (DCI/NH3) m/z=345 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987453B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-9fbb789c41184d64a379d45cb176e6f3 |
| Source note | uspto-grants-2015_03 |