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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32555Generated: October 26, 2026

Hydrochloric Acid → 2-(2-ethynyl-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

https://huagongshe.com/reaction/32555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amineHCID 69194173—
SolventMethanolHCID 887—
Product2-(2-ethynyl-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amineHCID 8660164025.4%

Reaction Steps

2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Intermediate 45) (48 mg) was dissolved/suspended in MeOH (3 mL)/water (1 mL) and potassium carbonate (50 mg) added, then stirred for 90 minutes at ambient temperature. The reaction mixture was neutralised with 2M HCl, concentrated in vacuo, the residue diluted with water (10 mL) and extracted with DCM (3×10 mL). The organic extracts were dried (MgSO4), filtered, concentrated in vacuo then purified by flash chromatography on silica eluting with 4% MeOH/DCM to give the title compound as a yellow solid (10 mg, 25%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-bf6f14cfc3c84ffd9bd752d7e13150ee
Source noteuspto-grants-2008_09