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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911057Generated: October 26, 2026

Water → (R)-2-{2-[4-(4-CHLORO-PHENYL)-PIPERAZIN-1-YL]-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO [3,2-D]PYRIMIDIN-4-YLAMINO}-4-METHYL-PENTAN-1-OL

https://huagongshe.com/reaction/1911057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantD(-)-LeucinolHCID 2724002—
Reactant4-Chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxideHCID 59475895—
Solvent1,4-DioxaneHCID 31275—
Product(R)-2-{2-[4-(4-CHLORO-PHENYL)-PIPERAZIN-1-YL]-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO [3,2-D]PYRIMIDIN-4-YLAMINO}-4-METHYL-PENTAN-1-OLHCID 59708497—

Reaction Conditions

Temperature120 °C

Reaction Steps

220 mg 4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide (cf Example 124), 134.53 mg D-leucinol and 197.52 μl diisopropylethylamine are placed in 4 ml dioxane, heated to 120° C. in the microwave for 0.3 hours. Then the reaction mixture is mixed with water, the precipitate formed is suction filtered, washed and dried. The diastereomers are separated by preparative HPLC (method B). 43.9 mg of Diastereomer 1 (Example 53) and 46.9 mg of Diastereomer 2 (Example 69) are obtained as an oil. Analytical HPLC-MS (method B): Diastereomer 1, RT=1.86 min, Diastereomer 2, RT=1.90 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604039B2
Source datasetuspto-grants-2013_12
ORD IDord-086f1c6854f84d44bd8519a59f9504b0
Source noteuspto-grants-2013_12