HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 5-Chloro-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Chloro-2-fluorobenzonitrile | HCID 93653 | — |
| Reactant | N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine | HCID 59840682 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-Chloro-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile | HCID 25061873 | 45% |
Reaction Steps
A 2 mL microwave vial was charged with N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (50 mg, 0.16 mmol), 5-chloro-2-fluorobenzonitrile (150 mg, 0.97 mmol), acetonitrile (0.4 mL), and N,N-diisopropylethylamine (84 μL, 0.48 mmol). The mixture was subjected to a microwave irradiation at 200° C. for 2 h. The mixture was diluted with chloroform (7 mL), and washed with 0.1 M NaH2PO4 (10 mL), dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column to yield a light yellow solid (32 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076345B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0c4f439c48d14e5d99cff684c145207a |
| Source note | uspto-grants-2011_12 |