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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32627Generated: October 29, 2026

Water → 6-[1-(1-Methylpyrrolidin-3-yl)-4-phenyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/32627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
Reactanttert-butyl 3-[5-(4-aminothieno[2,3-d]pyrimidin-6-yl)-4-phenyl-1H-imidazol-1-yl]pyrrolidine-1-carboxylateHCID 69197495—
CatalystTrifluoroacetic acidHCID 6422—
SolventTetrahydrofuranHCID 8028—
Product6-[1-(1-Methylpyrrolidin-3-yl)-4-phenyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amineHCID 1002242228%

Reaction Steps

A mixture of lithium aluminium hydride in THF (1M, 0.1 mL), THF (2 mL) and tert-butyl 3-[5-(4-aminothieno[2,3-d]pyrimidin-6-yl)-4-phenyl-1H-imidazol-1-yl]pyrrolidine-1-carboxylate (intermediate 102) (31 mg) was refluxed for 4 hours under an inert atmosphere. After addition of water and TFA (1 drop), the mixture was evaporated and the residue was purified by preparative RPHPLC (eluting with a gradient of MeCN and water containing 0.1% TFA) to afford the title compound as a colourless solid (5 mg, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-a7219b19809e4c6baa966b053d79b2d4
Source noteuspto-grants-2008_09