HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44802Generated: October 28, 2026
Acetophenone → (R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-oxo-2-phenylethyl)-7,8-dihydropteridin-6(5H)-one
https://huagongshe.com/reaction/44802
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetophenone | HCID 7410 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | (R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one | HCID 24820413 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-oxo-2-phenylethyl)-7,8-dihydropteridin-6(5H)-one | HCID 58405778 | — |
Reaction Steps
5.0 g of Intermediate B, 2.5 eq of acetophenone, 0.05 eq of Pd2(dba)3, 0.1 eq of BINAP and 2.0 eq of Cs2CO3 were suspended in a mixture of 50 mL toluene and 10 mL of water, then heated to 120° C. under N2 for 60 hours. After cooling to rt, added 100 mL of water and washed the organic phase, dried with anhydrous Na2SO4, concentrated and purified by silica gel column (PE:EA=3:1) to give the pure Intermediate B-1 (1.2 g, 19%) as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08541418B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-9b67419a75cc498ca8a214e9a6d980ca |
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| Source note | uspto-grants-2013_09 |
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