HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 2-(tert-butoxycarbonyl(5-(8-morpholino-2-(quinolin-2-ylethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)amino)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Di-tert-butyl malonate | HCID 68324 | — |
| Reactant | tert-Butyl 5-(8-morpholino-2-(2-(quinolin-2-yl)ethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylcarbamate | HCID 117732491 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 2-(tert-butoxycarbonyl(5-(8-morpholino-2-(quinolin-2-ylethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)amino)acetate | HCID 117732492 | — |
Reaction Steps
To a solution of compound 38a (1.0 g, 1.7 mmol) in DMF (20 mL), was added sodium hydride (60%, 0.11 g, 2.7 mmol) in portions at 0° C. The resulting mixture was stirred at rt for 30 min, and treated with tert-butyl 2-(tert-butoxycarbonyl)acetate (0.53 g, 2.7 mmol). The resulting mixture was stirred at rt for 4 h, and treated with water (100 mL). The solids formed were collected by filtration, washed with Et2O (2×50 mL), and further purified by flash column chromatography on silica gel (ethyl acetate/petroleum ether (2:1)) to obtain compound 38b as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C37H39N7O5: 662.3 (M+H). found: 662.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193736B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1c42f1439ce448c9ad59b1ca5a1a9ec1 |
| Source note | uspto-grants-2015_11 |