HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylethylamine → (2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl){2-methyl-6-[(2,4,6-trimethylphenyl)amino]pyrimidin-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-6-(2,4,6-trimethyl-phenylamino)-pyrimidin-4-ylamino]ethyl}-acetamide | HCID 22034121 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl){2-methyl-6-[(2,4,6-trimethylphenyl)amino]pyrimidin-4-yl}amine | HCID 22034147 | — |
Reaction Steps
Heat a solution of 2-(4-ethoxy-3methoxy-phenyl)-N-{2-[2-methyl-6-(2,4,6-trimethyl-phenylamino)-pyrimidin-4-ylamino]ethyl}-acetamide (0.324 g, 0.68 mmol) in THF (10 mL) with AlH3.NMe2Et (14 mL, 6.78 mmol) to reflux for 14 h. Cool the resulting mixture to ambient temperature, quench with Na2CO3.10H2O (1.0 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 by preparative TLC (10% MeOH in CH2Cl2) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506762B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-fd5a80e2f1244bdcbec5447d096e7a84 |
| Source note | uspto-grants-2003_01 |