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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63881Generated: October 31, 2026

Trifluoroacetic acid → HCID 118863088, compound

https://huagongshe.com/reaction/63881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant5-((4-chlorophenyl)(hydroxy)methyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-6-(3-(trifluoromethoxy)phenoxy)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 118863124—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 118863088HCID 11886308883.9%

Reaction Steps

To a solution of 5-((4-chlorophenyl)(hydroxy)methyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-6-(3-(trifluoromethoxy)phenoxy)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (See Compound 21, Step 2, 30 mg, 0.047 mmol) in TFA (2 mL) was added triethylsilane (1 mL). The reaction was stirred at RT for 3 h then diluted with DCM (5 mL) and water (5 mL). The organic layer was dried over Na2SO4 and concentrated to give 3-(5-(4-chlorobenzyl)-1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenoxy)-1,2-dihydrothieno[2,3-d]pyrimidin-3(4H)-yl)propyl2,2,2-trifluoroacetate (25 mg, 83.9% yield) as an oil. LCMS: MH+ 637 and TR=2.274 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447114B2
Source datasetuspto-grants-2016_09
ORD IDord-69b1c04e7767408780ed8775c11ce033
Source noteuspto-grants-2016_09