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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916196Generated: November 1, 2026

Hydrochloric Acid → HCID 58073698, compound

https://huagongshe.com/reaction/1916196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylateHCID 15296367—
ReactantHCID 58073044HCID 58073044—
SolventAcetonitrileHCID 6342—
ProductHCID 58073698HCID 58073698—

Reaction Conditions

Temperature80 °C

Reaction Steps

The title compound is synthesized according to general procedure GP7 (method 2) starting from 1.0 g (3.87 mmol) 4-chloro-6-ethyl-5-(6-amino-pyridin-3-ylethynyl)-pyrimidine and 1.18 g (4.6 mmol) 3,9-diazaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester using 1.97 mL (11.6 mmoL) DIPEA in 20 mL acetonitrile. The reaction mixture is stirred at 80° C. over night. 1.6 ml conc. HCl is added the reaction is stirred for 4 hours at 80° C. The solvent is removed under reduced pressure. The residue is taken up to in acetonitrile and K2CO3 is added. The mixture is stirred at 80° C. over night. The solvent is removed and the residue is taken up in DCM/water. After phase separation the organic phase is extracted twice with DCM. The combined organic layers are dried over Na2SO4, filtered and the solvent is removed under reduced pressure yielding 1.08 g (74%) of crude product, which is used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618111B2
Source datasetuspto-grants-2013_12
ORD IDord-c4e37040d55745889ef2a0bc17bcd8d9
Source noteuspto-grants-2013_12