HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24826250, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 1,2-Ethanediamine, N1,N1,N2-trimethyl- | HCID 67338 | — |
| Reactant | HCID 24825977 | HCID 24825977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24826250 | HCID 24826250 | 61.1% |
Reaction Steps
Using the method of Example 32, 3-(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 (0.03359 mL, 0.3513 mmol), and N1,N1,N2-trimethylethane-1,2-diamine (0.1191 mL, 0.9164 mmol) were reacted in THF (2 mL) to provide N-(2-(dimethylamino)ethyl)-N-methyl-3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzamide dihydrochloride (0.052 g, 35.14% yield) as off white solid. 1H NMR (CDCl3) δ 8.22 (d, 1H), 7.50 (m, 1H), 7.45 (m, 1H), 7.34 (bs, 1H), 7.19 (d, 1H), 6.69 (m, 2H), 6.39 (s, 1H), 4.05 (t, 2H), 3.31 (m, 2H), 3.19 (s, 3H), 2.91 (s, 6H), 2.38 (s, 3H); Mass spectrum (esi) m/z=412 (100) (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4906c1ef9cf544119b49e1647f610f5c |
| Source note | uspto-grants-2011_09 |