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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32631Generated: October 29, 2026

Water → 4-[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenol

https://huagongshe.com/reaction/32631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 17965779HCID 17965779—
SolventDichloromethane methanolHCID 21226129—
Product4-[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenolHCID 1024562567.3%

Reaction Steps

6-{4-[4-(Benzyloxy)phenyl]-1-methyl-1H-imidazol-5-yl}thieno[2,3-d]pyrimidin-4-amine (Example 53) (19 mg) was refluxed with TFA (3 mL) and water (0.05 mL) for 6 hr. The mixture was diluted with 1:1 DCM/MeOH and passed through an acidic extraction cartridge (Waters Oasis® MCX 1 g). The cartridge was washed with 1:1 DCM/MeOH, then eluted with concentrated aqueous NH3/DCM/MeOH 4:48:48. Fractions were evaporated to give the title compound as a solid (10 mg, 67%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-9b638fbee31848a89fe34d05bb1c4eeb
Source noteuspto-grants-2008_09