HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Pyrrolidineethanamine → HCID 24826246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Pyrrolidineethanamine | HCID 1344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 24825977 | HCID 24825977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24826246 | HCID 24826246 | 100.9% |
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), 2-(pyrrolidin-1-yl)ethanamine (0.1161 mL, 0.9164 mmol) were reacted in THF (2 mL) to provide 3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)-N-(2-(pyrrolidin-1-yl)ethyl)benzamide dihydrochloride (0.088 g, 57.45% yield) as an off white solid. 1H NMR (CDCl3) δ 8.88 (s, 1H), 8.17 (d, 1H), 8.02 (d, 1H), 7.96 (s, 1H), 7.54 (t, 1H), 7.24 (m, 1H), 6.76 (dd, 1H), 6.39 (s, 1H), 3.97 (m, 2H), 3.90 (m, 2H), 3.37 (m, 2H), 2.87 (m, 2H), 2.40 (d, 3H), 2.25 (m, 2H), 2.09 (m, 2H); Mass spectrum (esi) m/z=424 (100) (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-510e53b25deb4cae9739509bba1eb882 |
| Source note | uspto-grants-2011_09 |