HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-{4-[(imidazo[1,2-a]pyridin-7-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-5-methyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Imidazo(1,2-a)pyridin-7-ylmethanamine | HCID 55289825 | — |
| Reactant | 2-(4-Chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrile | HCID 59840688 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-{4-[(imidazo[1,2-a]pyridin-7-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-5-methyl-benzonitrile | HCID 25059287 | — |
Reaction Steps
A reaction mixture of 2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrile (300 mg, 1.05 mmol) and imidazo[1,2-a]pyridin-7-ylmethanamine (400 mg, 2.31 mmol) in acetonitrile (10 mL) and N,N-diisopropylethylamine (1.0 mL, 5.7 mmol) was subjected to microwave irradiation at 185° C. for 2.5 h. The reaction mixture was concentrated and purified by semi-preparative HPLC (100×20.2 mm, C18 column; 30-60% CH3CN-water [10 mM Et2NH]) to yield a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076345B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-bedd7d22a80c4f68b38db79890b8ec3f |
| Source note | uspto-grants-2011_12 |