HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,6-Dichloropyrimidine → 6-chloro-N-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4aS,6R,7aS)-2-(4-Methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-6-amine | HCID 59671342 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-chloro-N-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]pyrimidin-4-amine | HCID 59671355 | — |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
A sealed tube containing (4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-amine (120. mg, 0.481 mmol), 4,6-dichloropyrimidine (143 mg, 0.963 mmol), DIPEA (0.0920 mL, 0.528 mmol) and EtOH (30.0 mL) was heated to 110° C. for 20 h. The cooled mixture was concentrated in vacuo and the residue was purified via silica gel chromatography eluting with a gradient of 0 to 5% MeOH in DCM (120. mg, 69%). LC/MS: Rt=1.74 min, ES+ 362 (AA standard).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150525B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-2271f66765e244efbd7d843a71cb1e55 |
| Source note | uspto-grants-2015_10 |