Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711970Generated: October 31, 2026

Hydrochloric Acid → AZD-8309 (AZD8309)

https://huagongshe.com/reaction/1711970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 59459704HCID 59459704—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
ProductAZD-8309 (AZD8309)HCID 1207381094.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred solution of 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[(1R)-2-hydroxy-1-methylethyl]amino]-3-(tetrahydro-2H-pyran-2-yl)thiazolo[4,5-d]pyrimidin-2-(3H)-one (10.0 g) in acetonitrile (200 ml), water (36 ml) and tetrahydrofuran (30 ml) at 65° C. was added 1M hydrochloric acid (23.25 ml) over 3 hours. The product crystallised during the addition time. The mixture was cooled to 25° C. and the product collected by filtration, washing firstly with water (30 ml) then acetonitrile (30 ml), to afford the title compound as an off-white solid (7.79 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790883B2
Source datasetuspto-grants-2010_09
ORD IDord-4f6a8f56ca95467eb9e3b571b589b8a4
Source noteuspto-grants-2010_09