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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922874Generated: October 31, 2026

Sodium methanethiolate → 2-Methylsulfanyl-4-morpholin-4-yl-6-morpholin-4-ylmethyl-thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1922874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant2-Chloro-4-morpholin-4-yl-6-morpholin-4-ylmethyl-thieno[3,2-d]pyrimidineHCID 57494051—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Methylsulfanyl-4-morpholin-4-yl-6-morpholin-4-ylmethyl-thieno[3,2-d]pyrimidineHCID 59605460100%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Chloro-4-morpholin-4-yl-6-morpholin-4-ylmethyl-thieno[3,2-d]pyrimidine (0.2 g, 0.56 mmol) in DMF (3 mL) was treated with sodium thiomethoxide (0.12 g, 1.71 mmol) in a sealed tube and the reaction mixture heated at 100° C. with stirring. After 2 h the contents of the tube were diluted with EtOAc, washed with saturated aqueous NaHCO3 (×2) then brine, and the organic phase was isolated, dried (Na2SO4), filtered and concentrated to afford the title compound as a light brown solid (0.205 g, 100%). LCMS (Method D): RT=1.80 min, [M+H]+ 366.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173650B2
Source datasetuspto-grants-2012_05
ORD IDord-07772c2fa8eb4261894e2cab344d62d2
Source noteuspto-grants-2012_05