HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,2-Trifluoroethyl trifluoromethanesulfonate → 1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| Reactant | tert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate | HCID 86707049 | — |
| Product | 1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 72715452 | 31% |
Reaction Steps
Following the procedures as described in Example 61 and starting with tert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate and 2,2,2-trifluoroethyl trifluoromethanesulfonate, 154 was obtained as white solid (45 mg, 31%) over two steps. 1H NMR (500 MHz, CDCl3) δ (ppm) 9.060-9.062 (d, J=1 Hz, 1H), 8.76 (s, 1H), 8.24 (s, 1H), 8.16 (s, 1H), 8.05 (s, 1H), 7.60-7.63 (t, J=16 Hz, 1H), 7.26-7.28 (t, J=7.5 Hz, 1H), 6.42-6.43 (d, J=8.5 Hz, 1H), 4.75-4.78 (t, J=16.5 Hz, 2H), 3.86-3.92 (m, 4H), 3.15-3.17 (t, J=10.5 Hz, 2H), 2.90-2.92 (t, J=11.5 Hz, 2H), 2.01-2.03 (t, J=11.5 Hz, 2H); MS (ESI) m/z: 443 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-718540640edc4b60b6697ecd8ba645d1 |
| Source note | uspto-grants-2016_09 |