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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364003Generated: October 30, 2026

Dimethylformamide → HCID 86662295, compound

https://huagongshe.com/reaction/2364003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHexaneHCID 8058—
Reactant6-bromo-1,2,2-trimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-oneHCID 66743984—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86662295HCID 8666229597.1%

Reaction Steps

To a stirred suspension of 6-bromo-1,2,2-trimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (259 mg, 0.941 mmol) in THF (10 mL) at −78° C. was added dropwise 1.6 M n-butyllithium in hexane (1.29 mL, 2.07 mmol). After 20 min, DMF (0.146 mL, 1.88 mmol) was added, and the mixture was allowed to −30° C. for 30 min. The mixture was poured into water (50 mL) and brine (50 mL). Extraction with EtOAc (100 mL), washing with brine, drying over MgSO4, filtration and concentration under reduced pressure gave the title compound (205 mg, 97%) as yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-84a19d9114854e9b89134bcfb704ca3f
Source noteuspto-grants-2014_04