HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68292387, compound → HCID 66547151, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68292387 | HCID 68292387 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66547151 | HCID 66547151 | 97.1% |
Reaction Steps
A suspension of (R)-6-(3-cyanophenyl)-4-(3-fluoro-3-methylbutan-2-ylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide (Example 53, 110 mg, 0.301 mmol) and Raney 3201 Nickel (17.67 mg, 0.301 mmol) in ethanol (5 mL) was bubbled with ammonia gas for 3 minutes then stirred under a balloon of hydrogen for 6 hrs. The reaction mixture was filtered and concentrated to yield the title compound (108 mg, 97%). HPLC (condition G): retention time=2.330 minute. LC/MS (M+H)+=370.3. 1H NMR (400 MHz, MeOD) δ ppm 8.18 (1 H, s), 8.01 (1 H, d, J=1.8 Hz), 7.78-7.84 (2 H, m), 7.50 (1 H, t, J=8.0 Hz), 7.35 (1 H, d, J=7.7 Hz), 7.28 (1 H, d, J=1.8 Hz), 4.45-4.61 (1 H, m), 4.18 (2 H, s), 1.52 (3 H, d, J=2.4 Hz), 1.45-1.49 (6 H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221826B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4505b5656ff14a8fa1a881d4466e236a |
| Source note | uspto-grants-2015_12 |