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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32614Generated: October 29, 2026

Trifluoroacetic acid → 2-[1-Methyl-4-phenyl-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine

https://huagongshe.com/reaction/32614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-[5-(7-amino[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-1-methyl-4-phenyl-1H-imidazol-2-yl]-3,6-dihydropyridine-1(2H)-carboxylateHCID 69553700—
SolventDichloromethaneHCID 6344—
Product2-[1-Methyl-4-phenyl-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amineHCID 1047545869.1%

Reaction Steps

tert-Butyl 4-[5-(7-amino[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-1-methyl-4-phenyl-1H-imidazol-2-yl]-3,6-dihydropyridine-1(2H)-carboxylate (Example 102) (20 mg) was dissolved in DCM (0.5 mL), TFA (2 mL) added, stirred at ambient temperature for 2 hours then concentrated in vacuo. The residue was diluted with saturated aqueous sodium bicarbonate, extracted with DCM (2×5 mL), organics dried, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel eluting with 10% MeOH/DCM gave the title compound as a colourless solid (11 mg, 69%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-a893fc653b684bd68c9222d92c12ecf9
Source noteuspto-grants-2008_09