Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63896Generated: October 30, 2026

6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione → 6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/63896

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 131737210—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 118863123116.2%

Reaction Steps

6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4 (1H,3H)-dione (2.4 g, 4.39 mmol) was dissolved in aq. 6N HCl (15 mL) and MeOH (15 mL). The reaction was stirred at RT for 30 min then diluted with DCM (20 mL) and washed with water (2×20 mL). The organic layer was dried over Na2SO4 and concentrated to give 6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (1.7 g, 95.5% yield) as a white solid. LCMS: MH+ 334 and TR=1.049 min. Used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447114B2
Source datasetuspto-grants-2016_09
ORD IDord-04f1b8fc4ccb41eca716a0ff302ab220
Source noteuspto-grants-2016_09