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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485504Generated: October 31, 2026

Ethyl Acetate → (S)-1-(4-(benzylamino)-7-ethynylthieno[3,2-d]pyrimidin-2-ylamino)propan-2-ol

https://huagongshe.com/reaction/1485504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant(S)-(+)-1-Aminopropan-2-olHCID 7311736—
ReactantN-benzyl-2-chloro-7-ethynylthieno[3,2-d]pyrimidin-4-amineHCID 86675659—
Solvent1,4-DioxaneHCID 31275—
Product(S)-1-(4-(benzylamino)-7-ethynylthieno[3,2-d]pyrimidin-2-ylamino)propan-2-olHCID 5323953852.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

N-Benzyl-2-chloro-7-ethynylthieno[3,2-d]pyrimidin-4-amine (30 mg, 0.096 mmol) was dissolved in anhydrous dioxane (0.5 mL) and (S)-1-aminopropan-2-ol (23 μL, 0.288 mmol) was added. The reaction mixture was stirred at 120° C. for 24 hours. After adding ethyl acetate (3 mL), the reaction mixture was washed with brine. After drying with MgSO4 and concentrating by filtration, purification by silica gel chromatography (ethyl acetate/hexane:1/3→1/1) yielded the target compound of Example 44 (17 mg, 50% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422307B2
Source datasetuspto-grants-2016_08
ORD IDord-9d66a8002ac840b5a63067327f44a0ea
Source noteuspto-grants-2016_08