HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethylamine → 2-{6-[(2-Methoxyethyl)amino]pyrimidin-4-yl}-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(6-Chloropyrimidin-4-yl)-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one | HCID 86672328 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 2-{6-[(2-Methoxyethyl)amino]pyrimidin-4-yl}-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one hydrochloride | HCID 70872936 | — |
Reaction Steps
100 mg (0.4 mmol) of the compound from Example 23, 64 μl (55 mg, 0.7 mmol) of 2-methoxyethylamine and 127 μl of N,N-diisopropylethylamine (94 mg, 0.7 mmol) are stirred in 3 ml of n-butanol under reflux for 1.5 h. The solvent is then removed completely on a rotary evaporator. The residue is stirred with diethyl ether/methanol, the precipitate is filtered off and the filter residue is washed with diethyl ether. The solid is stirred in 1.5 ml of 1 N hydrochloric acid and concentrated again, and the product is dried under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524699B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1791cde93cdc4f43a1bc5def2af81d03 |
| Source note | uspto-grants-2013_09 |