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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38572Generated: October 31, 2026

Hydrochloric Acid → HCID 25222665, compound

https://huagongshe.com/reaction/38572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl (2S)-2-[(1E)-3-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylateHCID 58116987—
SolventIsopropanolHCID 3776—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 25222665HCID 2522266542.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

tert-Butyl (2S)-2-[(1E)-3-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate from Example 14A (397 mg, 0.712 mmol) was dissolved in 2-propanol (4 mL), and a 4 M solution of gaseous hydrogen chloride in dioxane (0.36 mL) was added. The mixture was stirred for 3 h at 70° C. The solvent was then removed in vacuo. The residue was dissolved in ethyl acetate and washed with 1 N aqueous sodium hydroxide solution. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The crude product was purified by preparative HPLC to yield 139 mg (42%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524722B2
Source datasetuspto-grants-2013_09
ORD IDord-f747e8c5fde847d7b622aed2ceca3956
Source noteuspto-grants-2013_09