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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922853Generated: November 1, 2026

Trifluoroacetic acid → (R)-1-[1-(8-Azetidin-3-ylmethyl-9-methyl-6-morpholin-4-yl-9H-purin-2-yl)-1H-benzoimidazol-2-yl]ethanol

https://huagongshe.com/reaction/1922853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-{2-[2-((R)-1-Hydroxyethyl)benzoimidazol-1-yl]-9-methyl-6-morpholin-4-yl-9H-purin-8-ylmethyl}azetidine-1-carboxylic acid tert-butyl esterHCID 59605619—
SolventDichloromethaneHCID 6344—
Product(R)-1-[1-(8-Azetidin-3-ylmethyl-9-methyl-6-morpholin-4-yl-9H-purin-2-yl)-1H-benzoimidazol-2-yl]ethanolHCID 59605884—

Reaction Steps

To a solution of 3-{2-[2-((R)-1-hydroxyethyl)benzoimidazol-1-yl]-9-methyl-6-morpholin-4-yl-9H-purin-8-ylmethyl}azetidine-1-carboxylic acid tert-butyl ester (156 mg, 0.28 mmol) in DCM (5 mL) was added TFA (2 mL) and the resulting mixture stirred at r.t. for 45 min. The reaction mixture was concentrated in vacuo and the resulting residue loaded onto an Isolute® SCX-2 cartridge which was washed with MeOH and the product eluted with 2M NH3/MeOH affording the title compound (114 mg, 90%). LCMS (method A): RT 1.80 min [M+H]+ 449.4

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173650B2
Source datasetuspto-grants-2012_05
ORD IDord-bf7d9b1008c84a60b6b5318f6258cab4
Source noteuspto-grants-2012_05