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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
Reactant(R)-(-)-1-acetoxy-3-bromo-2-methyl-propaneHCID 10420167—
Reactant2-tert-Butyl-4-cyclobutyl-6-(piperazin-1-yl)pyrimidineHCID 66673390—
SolventDimethylformamideHCID 6228—
Product(S)-Acetic acid 3-[4-(2-tert-butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-2-methyl-propyl esterHCID 131729779102.9%

Reaction Conditions

Temperature95 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202868B2
Source datasetuspto-grants-2012_06
ORD IDord-8ad93d4589f643a19d73bbb7382181e8
Source noteuspto-grants-2012_06