HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylsulfonyl)ethyl 4-methylbenzenesulfonate → 1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-(2-(methylsulfonyl)ethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylsulfonyl)ethyl 4-methylbenzenesulfonate | HCID 284378 | — |
| 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-(methylsulfonyl)ethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 72715453 | 40.6% |
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-(methylsulfonyl)ethyl 4-methylbenzenesulfonate, 157 was obtained as a white solid (50 mg, 40.6%) over two steps. 1H NMR (500 MHz, DMSO-d6) δ (ppm) 9.16 (s, 1H), 8.58 (s, 1H), 8.56 (s, 1H), 8.39 (s, 1H), 8.02 (s, 1H), 7.76-7.79 (t, J=16 Hz, 1H), 7.23-7.24 (d, J=7.5 Hz, 1H), 6.71-6.73 (d, J=8.5 Hz, 1H), 4.64-4.67 (t, J=13.5 Hz, 2H), 4.01-4.03 (t, J=9.5 Hz, 2H), 3.89-3.87 (t, J=11.5 Hz, 2H), 3.76-3.79 (t, J=14 Hz, 2H), 3.32 (s, 2H), 3.17-3.20 (t, J=10.5 Hz, 2H), 2.94 (s, 3H), 2.13-2.14 (d, J=4.5 Hz, 2H); MS (ESI) m/z: 467 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-94ba97555ee447938ecc845c98bebf8c |
| Source note | uspto-grants-2016_09 |