HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetonitrile → 2-(4-(1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)-1H-pyrazol-1-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| 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 | 2-(4-(1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)-1H-pyrazol-1-yl)acetonitrile | HCID 86707053 | 18.5% |
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-bromoacetonitrile, 155 was obtained as a white solid (25 mg, 18.5%) over two steps. 1H NMR (500 MHz, CDCl3) δ (ppm) 9.064-9.065 (d, J=0.5 Hz, 1H), 8.75 (s, 1H), 8.25 (s, 1H), 8.19 (s, 1H), 8.05 (s, 1H), 7.61-7.64 (t, J=16.5 Hz, 1H), 7.28 (s, 1H), 6.43-6.45 (d, J=8.5 Hz, 1H), 5.15 (s, 2H), 3.88-3.92 (m, 4H), 3.17-3.19 (t, J=11 Hz, 2H), 2.92-2.94 (t, J=11 Hz, 2H), 2.02-2.05 (t, J=12 Hz, 2H); MS (ESI) m/z: 400 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-30ad4a296f8b45ebac87fcff6006ddd4 |
| Source note | uspto-grants-2016_09 |