HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Quinazoline | HCID 9210 | — |
| Reactant | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Reactant | 4-Chloro-6-iodoquinazoline | HCID 11173809 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazoline | HCID 56966665 | 43% |
Reaction Steps
0.50 g of 4-chloro-6-iodoquinazoline, 0.30 g of 1,2,3,4-tetrahydroquinoline and 0.40 ml of triethylamine in 4 ml of dioxane are heated at 80° C. in a flask until the quinazoline has reacted completely (HPLC check, about 24 hours). The cooled reaction solution is evaporated to dryness in a rotary evaporator. The residue is purified by means of column chromatography (gradient heptane: EA 5-100% in 16 min.), giving 0.27 g of 4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazoline as yellow solid (yield 43%, content 96%); MS-FAB (M+H+)=387.8; Rf (polar method): 2.43 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006255B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-a00e3a0d7fe2431e8d78d398f21c232f |
| Source note | uspto-grants-2015_04 |