HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-2-(1-((1H-pyrrolo[2,3-b]pyridin-4-yl)amino)propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 11389493 | — |
| Reactant | 2-[(1S)-1-Aminopropyl]-5-fluoro-3-phenyl-4(3H)-quinazolinone | HCID 59841052 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | (S)-2-(1-((1H-pyrrolo[2,3-b]pyridin-4-yl)amino)propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one | HCID 86272385 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Under nitrogen, to (S)-2-(1-aminopropyl)-5-fluoro-3-phenylquinazolin-4(3H)-one (27 mg, 0.091 mmol, 1.0 equiv) in t-BuOH (0.5 mL) at 23° C. is added 4-chloro-1H-pyrrolo[2,3-b]pyridine (21 mg, 0.14 mmol, 1.5 equiv) and diisopropylethylamine (63 μL, 0.36 mmol, 4.0 equiv). After stirring for 48 hr at 120° C. in a sealed tube, the reaction mixture is concentrated in vacuo and the residue is purified by preparative TLC eluting with CH2Cl2/MeOH to afford the title compound (Compound 5A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216985B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5a53e848214b4b2f901fffbc86dd7520 |
| Source note | uspto-grants-2015_12 |