HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylethylamine → (2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl)[2-methyl-9-(2,4,6-trimethylphenyl)pyridino[2,3-b]indolizin-4-yl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylethylamine | HCID 11723 | — |
| Reactant | Aluminum hydride | HCID 14488 | — |
| Reactant | 2-(4-ethoxy-3-methoxy-phenyl)-N-{2-[2-methyl-9-(2,4,6-trimethyl-phenyl)-pyridino[2,3-b]indolizin-4-ylamino]-ethyl}-acetamide | HCID 69662481 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl)[2-methyl-9-(2,4,6-trimethylphenyl)pyridino[2,3-b]indolizin-4-yl]amine | HCID 69662626 | — |
Reaction Steps
Treat a solution of 2-(4-ethoxy-3-methoxy-phenyl)-N-{2-[2-methyl-9-(2,4,6-trimethyl-phenyl)-pyridino[2,3-b]indolizin-4-ylamino]-ethyl}-acetamide (0.08 g, 0.145 mmol) in THF (5 mL) with AlH3.NMe2Et (3 mL, 1.45 mmol) and heat to reflux for 14 h. Cool the resulting mixture ambient temperature, quench with Na2CO3, 10H2O (0.3 g) and stir at ambient temperature for 15 min. Filter the solution through Celite and wash with several portions of CH2Cl2. Concentrate the filtrate in vacuo to dryness and purify preparative TLC (10% MeOH in CH2C2 with 0.5% ammonium hydroxide) to the title compound as a solid,
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506762B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-e167226ebe554b2caa7ae0125f35e87b |
| Source note | uspto-grants-2003_01 |