HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219709Generated: October 25, 2026
Sodium Iodide → (S)-Acetic acid 3-[4-(2-tert-butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-2-methyl-propyl ester
https://huagongshe.com/reaction/219709
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-(-)-1-acetoxy-3-bromo-2-methyl-propane | HCID 10420167 | — |
| Reactant | 2-tert-Butyl-4-cyclobutyl-6-(piperazin-1-yl)pyrimidine | HCID 66673390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-Acetic acid 3-[4-(2-tert-butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-2-methyl-propyl ester | HCID 131729779 | 102.9% |
Reaction Steps
3.87 g of 2-tert-butyl-4-cyclobutyl-6-piperazin-1-yl-pyrimidine (14.1 mmol) were stirred in 30 ml of dimethylformamide at room temperature. 3.18 g of triethylamine (63.1 mmol), 0.235 g of sodium iodide (1.57 mmol), 2.96 g of (R)-(−)-1-acetoxy-3-bromo-2-methyl-propane (15.2 mmol) were added and the reaction mixture was stirred for 5 h at 95° C. The dimethylformamide was evaporated under reduced pressure. The residue was partitioned between 100 ml of dichloromethane and 100 ml of water. The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure to give a brownish oil (5.64 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08202868B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-8ad93d4589f643a19d73bbb7382181e8 |
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| Source note | uspto-grants-2012_06 |
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