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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946095Generated: October 26, 2026

Hydrochloric Acid → (S)-3-(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)-1-methylpiperidin-3-ol

https://huagongshe.com/reaction/1946095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropyl iodideHCID 6362—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)piperidin-3-olHCID 59606004—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(S)-3-(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)-1-methylpiperidin-3-olHCID 59605909—

Reaction Conditions

Temperature75 °C

Reaction Steps

The HCl salt of 3-(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)piperidin-3-ol (80 mg) was reacted with isopropyl iodide (1.5 eq) and potassium carbonate (5 eq) in a 1:1 mixture of DMF and Acetonitrile (2 mL). The reaction was heated at 75° C. for 18 hours until complete. The reaction mixture was diluted with Ethyl acetate and extracted with a saturated ammonium chloride solution. The organic layer was dried, filtered and concentrated to give 581 [4.6 mg; MS (Q1) 491.3 (M)+] and 582 [4.7 mg; MS (Q1) 491.3 (M)+] following reverse phase purification and subsequent chiral separation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394796B2
Source datasetuspto-grants-2013_03
ORD IDord-aac8ab3911bb4d1f9a40b5ab9a9ea407
Source noteuspto-grants-2013_03