HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-3-(6-Methyl-pyridin-3-yl)-3-[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-ol | HCID 58103597 | — |
| 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 | (R)-3-(6-Methyl-pyridin-3-yl)-3-[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-propan-1-ol | HCID 25032351 | — |
Reaction Steps
A reaction mixture of 4-chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine (35 mg, 0.14 mmol) and (R)-3-amino-3-(6-methylpyridin-3-yl)propan-1-ol (15 mg, 0.090 mmol) in acetonitrile (1.5 mL) and N,N-diisopropylethylamine (31 μL, 0.18 mmol) was subjected to microwave irradiation at 180° C. for 2 h. The reaction mixture was concentrated and purified by semi-prep HPLC ((100×20.2 mm, C18 column; 30-60% CH3CN-water [10 mM Et2NH]) to give a light yellow foam. LC-MS: 391.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653091B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-9eda7b5becdd41dd858552b24bbbe4f1 |
| Source note | uspto-grants-2014_02 |