HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → [6-(5-Methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yl]-[(R)-1-(2-methyl-pyrimidin-5-yl)-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-1-(2-Methyl-5-pyrimidinyl)ethanamine | HCID 55281681 | — |
| Reactant | 4-Chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine | HCID 59346457 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [6-(5-Methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yl]-[(R)-1-(2-methyl-pyrimidin-5-yl)-ethyl]-amine | HCID 24995216 | — |
Reaction Steps
A reaction mixture of 4-chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine (120 mg, 0.46 mmol) and (R)-1-(2-methylpyrimidin-5-yl)ethanamine (120 mg, 0.87 mmol) in acetonitrile (1 mL) and N,N-diisopropylethylamine (500 μL, 3 mmol) was subjected to microwave irradiation at 185° C. for 3.5 h. The reaction mixture was concentrated and the residue was purified by semi-prep HPLC (100×20.2 mm, C18 column; 30-55% CH3CN-water [10 mM Et2NH]) to give a light color solid. LC-MS: 362.4 [M+H]+;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653091B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-a174ea33c4214ffba3fd6e0825785065 |
| Source note | uspto-grants-2014_02 |