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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476650Generated: October 30, 2026

Hydrochloric Acid → 6-(3,4-difluorophenyl)-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

https://huagongshe.com/reaction/1476650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 67258156HCID 67258156—
Solvent1,4-DioxaneHCID 31275—
Product6-(3,4-difluorophenyl)-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochlorideHCID 70976068—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of tert-butyl 4-[6-(3,4-difluorophenyl)-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate (400 mg, compound B67) in 1,4-dioxane (7 ml) is added a solution of hydrogen chloride in 1,4-dioxane (1.7 ml, 4.0 M). The reaction mixture is stirred for 3 h at 50° C. and subsequently for 12 h at RT. In order to complete the reaction an additional amount of a solution of hydrogen chloride in 1,4-dioxane (0.9 ml, 4.0 M) is added and the reaction mixture is stirred for 1 h at 65° C. Afterwards all volatiles are removed under reduced pressure to afford the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018175B2
Source datasetuspto-grants-2015_04
ORD IDord-be3422d17663456eaf21a9276d0f4b05
Source noteuspto-grants-2015_04