HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24826153, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | HCID 24825978 | HCID 24825978 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24826153 | HCID 24826153 | 149.2% |
Reaction Steps
Using the method of Example 32, 2-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoic acid (0.1 g, 0.3055 mmol), triethylamine (0.2129 mL, 1.527 mmol), ethyl carbonochloridate (0.03213 mL, 0.3360 mmol), 4-(3-aminopropyl)morpholine (0.1339 mL, 0.9164 mmol) in THF (2 mL) were reacted to provide 2-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)-N-(3-morpholinopropyl)benzamide dihydrochloride (0.132 g, 81.26% yield) as an off white solid. 1H NMR (DMSO) δ 8.44 (t, 1H), 8.18 (d, 1H), 7.68 (dd, 1H), 7.59 (dt, 1H), 7.40 (dt, 1H), 7.26 (d, 1H), 6.57 (s, 1H), 6.54 (d, 1H), 6.50 (dd, 1H), 3.89 (m, 2H), 3.29 (m, 2H), 3.20 (quart; 2H), 2.96 (m, 4H), 2.49 (m, 2H, under DMSO) 2.22 (d, 3H), 1.77 (m, 2H); Mass spectrum (esi) m/z=454(100) (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-cceb925088c34b1399f20e0d518eb7a3 |
| Source note | uspto-grants-2011_09 |