HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 25001552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67083775 | HCID 67083775 | — |
| Catalyst | HCID 178502593 | HCID 178502593 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 25001552 | HCID 25001552 | 86% |
Reaction Steps
A solution of 4-(2-fluoro-4-methylphenylamino)-6-(1-isopropyl-1,2,3,6-tetrahydropyridin-4-yl)-7-methoxycinnoline-3-carboxamide (Example 29, 0.250 g, 0.56 mmol) in MeOH (20 ml) with a few drops of c.HCl, was run through an H-Cube apparatus at 1 mL/min using a 20 wt % Pd(OH)2/Carbon cartridge at 10 bar. When the reduction was judged complete by LCMS, the solution was concentrated under reduced pressure to give 0.234 g (86%) product. 1H NMR: 12.51 (s, 1H), 10.51 (s, 1H), 8.76 (s, 1H), 8.21 (s, 1H), 7.65 (s, 1H), 7.36 (m, 3H), 7.18 (m, 1H), 4.03 (s, 3H), 3.38 (m, 1H), 3.26 (m, 2H), 3.05 (m, 3H), 2.41 (s, 3H), 1.72 (m, 2H), 1.61 (m, 2H), 1.26 (d, 6H); m/z 452.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723337B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-2fb7cd3410eb4cc6882bf294253c4191 |
| Source note | uspto-grants-2010_05 |