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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499772Generated: October 31, 2026

Hydrochloric Acid → HCID 86677704, compound

https://huagongshe.com/reaction/1499772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantBenzyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-methylphenyl}azetidine-1-carboxylateHCID 86677703—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 86677704HCID 8667770492%

Reaction Steps

Benzyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-methylphenyl}azetidine-1-carboxylate (170 mg, 0.32 mmol, racemic intermediate) and 5% palladium (80 mg) were combined in methanol (12 mL), to which was added 0.25 M hydrogen chloride in water (3.2 mL, 0.79 mmol). The suspension was hydrogenated under balloon pressure of H2 at room temperature for 2 h. The suspension was filtered. The filtrate was neutralized with sat. NaHCO3 solution, and extracted with dichloromethane. The combined organic layers were dried over MgSO4 and filtered, concentrated to give the desired product (117 mg, 92%). LCMS calculated for C20H26ClN6O (M+H)+: m/z=401.2; Found: 401.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199982B2
Source datasetuspto-grants-2015_12
ORD IDord-174fb0e2cf7c40bc8e1923a70ecffab9
Source noteuspto-grants-2015_12