HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-Chloro-2-{4-[(S)-2-hydroxy-1-(6-methoxy-pyridin-3-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-2-Amino-2-(6-methoxypyridin-3-yl)ethanol | HCID 55278315 | — |
| Reactant | 5-Chloro-2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile | HCID 59840687 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Chloro-2-{4-[(S)-2-hydroxy-1-(6-methoxy-pyridin-3-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile | HCID 25063208 | — |
Reaction Steps
A reaction mixture of 5-chloro-2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile (250 mg, 0.82 mmol) and (S)-2-amino-2-(6-methoxypyridin-3-yl)ethanol (110 mg, 0.68 mmol) in acetonitrile (3 mL) and N,N-diisopropylethylamine (240 μL, 1.4 mmol) was subjected to microwave irradiation at 180° C. for 4 h. The reaction mixture was concentrated and the residue was purified by silica gel column (0-15% MeOH/CH2Cl2) to yield a crude product which was recrystallized from MeOH to yield colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076345B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-c82cd4d4204d439f9725b21fa7c9b114 |
| Source note | uspto-grants-2011_12 |