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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530083Generated: October 30, 2026

Water → HCID 86665993, compound

https://huagongshe.com/reaction/530083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 22921992HCID 22921992—
SolventDimethylformamideHCID 6228—
ProductHCID 86665993HCID 86665993101.1%

Reaction Steps

2-(t-Butyl-dimethyl silyl)amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (CXXII) (700 mg, 2.5 mmol), 0.18 mL (3.5 mmol) of methyl iodide in DMF (10 mL), and K2CO3 (552 mg, 4 mmol) were reacted at ambient temperature for 15 h. After addition of H2O (10 mL), the reaction was extracted with EtOAc (100 mL), and the organic layer was washed with a brine solution (10 mL), and dried over Na2SO4. The solvents were removed in vacuo, and the residue was purified by flash column chromatography (PE/EtOAc=10/1 to 5/1) to afford 2-(t-butyl-dimethylsilyl)amino-4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine (CXXIII) (750 mg, 100%) as a light yellow oil. LCMS (ESI) m/z=297 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09351972B2
Source datasetuspto-grants-2016_05
ORD IDord-cfb16c83bdb24526bb4bebf65cf9a6b4
Source noteuspto-grants-2016_05