HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-((6-((5-chloro-2-((l-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahydrofuro[3,2-b]furan-3-yl)oxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-methyl-1H-pyrazol-4-amine | HCID 17354268 | — |
| Reactant | 2-((6-((2,5-Dichloropyrimidin-4-yl)amino)hexahydrofuro[3,2-b]furan-3-yl)oxy)ethanol | HCID 118387993 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 2-((6-((5-chloro-2-((l-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahydrofuro[3,2-b]furan-3-yl)oxy)ethanol | HCID 118387976 | 20% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a suspension of 2-((6-((2,5-dichloropyrimidin-4-yl)amino)hexahydrofuro[3,2-b]furan-3-yl)oxy)ethanol (0.18 g, 0.54 mmol) in n-BuOH (5 mL) were added 1-methylpyrazol-4-amine hydrochloride (0.15 g, 1.10 mmol) and DIPEA (0.28 g, 2.18 mmol). The mixture was stirred in a sealed tube at 150° C. overnight and then concentrated in vacuo. The residue was purified by a silica chromatography (DCM/MeOH (v/v)=20/1) to give the title compound as brown sticky liquid (42 mg, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394281B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-ac269659b9aa4d36a78adc7bb7b8a990 |
| Source note | uspto-grants-2016_07 |