HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopyridine → N-{4-[1-(2-methylpropyl)-1H-pyrazol-4-yl]phenyl}-1-(pyridazin-4-yl)azetidine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | Tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate | HCID 86702036 | — |
| Reactant | N-(4-(1-isobutyl-1H-pyrazol-4-yl)phenyl)azetidine-3-carboxamide | HCID 86702046 | — |
| Product | N-{4-[1-(2-methylpropyl)-1H-pyrazol-4-yl]phenyl}-1-(pyridazin-4-yl)azetidine-3-carboxamide | HCID 86702045 | — |
Reaction Steps
The title compound was prepared as described in Example 1C, substituting 4-bromopyridazine for 3-bromopyridine and N-(4-(1-isobutyl-1H-pyrazol-4-yl)phenyl)azetidine-3-carboxamide for tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate. 1H NMR (300 MHz, DMSO-d6) δ ppm 10.10 (s, 1H), 8.61 (d, J=6.0 Hz, 1H), 8.51 (d, J=3.0 Hz, 1H), 8.08 (s, 1H), 7.81 (s, 1H), 7.64-7.56 (m, 2H), 7.55-7.48 (m, 2H), 6.55 (dd, J=6.0, 3.0 Hz, 1H), 4.31-3.96 (m, 4H), 3.91 (d, J=7.1 Hz, 2H), 3.74 (s, 1H), 2.12 (dd, J=13.3, 6.5 Hz, 1H), 0.86 (d, J=6.7 Hz, 6H); MS (ESI(+)) m/e 377 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975398B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-bbc66d81cbd842c9832a1ee12b3e0b4c |
| Source note | uspto-grants-2015_03 |