HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol → 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-(4-methoxy-6-oxo-6H-pyridazin-1-yl)-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol | HCID 59344938 | — |
| Reactant | 3-cyclopentyl-2-(4-methoxy-6-oxo-6H-pyridazin-1-yl)-propionic acid | HCID 66875440 | — |
| Product | 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-(4-methoxy-6-oxo-6H-pyridazin-1-yl)-propionamide | HCID 57919313 | 29% |
Reaction Steps
Using the method described in Example 80, Step 3,3-cyclopentyl-2-(4-methoxy-6-oxo-6H-pyridazin-1-yl)-propionic acid (as prepared in Example 80, Step 2) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-(4-methoxy-6-oxo-6H-pyridazin-1-yl)-propionamide as an off-white solid (45.1 mg, 29%); ES+-HRMS m/e calcd for C20H29N5O4 [M+H+] 404.2293 found 404.2292. 1H-NMR (300 MHz, DMSO-d6) δ ppm 1.04 (m, 1H), 1.05 (s, 3H), 1.06 (s, 3H), 1.18-1.77 (m, 8H), 1.91 (m, 1H), 2.26 (m, 1H), 3.81 (s, 3H), 3.89 (s, 2H), 4.67 (s, 1H), 5.46 (dd, J=4.1, J=11.3 Hz, 1H), 6.29 (d, J=2.7 Hz, 1H), 6.39 (s, 1H), 7.52 (s, 1H), 7.84 (d, J=2.7 Hz, 1H), 10.73 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ad2d7905caba4e3fab66436c59254612 |
| Source note | uspto-grants-2012_09 |