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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751786Generated: October 27, 2026

Diisopropylethylamine → (R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol

https://huagongshe.com/reaction/1751786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R)-2-aminopentan-1-olHCID 5324727—
Reactant2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidineHCID 45789967—
Solvent1,4-DioxaneHCID 31275—
Product(R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-olHCID 59708491—

Reaction Conditions

Temperature120 °C

Reaction Steps

1.4 g 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (II) are placed in 9 ml dioxane, then 3.5 ml diisopropylethylamine are added followed by 0.9 g D-norvalinol. The reaction mixture is heated in the microwave at 120° C. until there is no further reaction then cooled and evaporated down. The residue is treated with petroleum ether/ethyl acetate 9:1 in the ultrasound bath, the solid is suction filtered and dried. 1.5 g (III-3) are obtained in the form of a solid. 1H NMR (400 MHz, DMSO): 4.67 (1H, t); 0.86 (3H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09161927B2
Source datasetuspto-grants-2015_10
ORD IDord-23c820a1a13046239bbda40aafca30d0
Source noteuspto-grants-2015_10