HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isonicotinoyl chloride hydrochloride → HCID 86690851, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isonicotinoyl chloride hydrochloride | HCID 12262826 | — |
| Reactant | HCID 86690849 | HCID 86690849 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86690851 | HCID 86690851 | 43.6% |
Reaction Steps
To a solution of 4-(2-chloro-6-fluoro-4-methoxyphenyl)thiazol-2-ylamine (0.10 g, 0.39 mmol) in CH2Cl2 (10 mL) was added DMAP (95 mg, 0.78 mmol) followed by isonicotinoyl chloride hydrochloride (90 mg, 0.51 mmol). The reaction mixture was stirred at room temperature overnight. The solution was concentrated under reduced pressure and added with water. The resultant precipitate was collected and recrystallized in toluene to give N-(4-(2-chloro-6-fluoro-4-methoxyphenyl)thiazol-2-yl)isonicotinamide (13, 60 mg, 0.17 mmol) as white solids in 42% yield: 1H NMR (500 MHz, CDCl3) δ 8.76 (s, 2 H), 7.85 (d, J=4.5 Hz, 2 H), 7.12 (s, 1 H), 6.67 (s, 1 H), 6.45 (m, 1 H), 3.79 (s, 3H). ESI-MS: m/z 364.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999983B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-cb6b03d1be30407e83c9c7962dedbbd4 |
| Source note | uspto-grants-2015_04 |