Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529119Generated: October 31, 2026

Hydrochloric Acid → HCID 68735430, compound

https://huagongshe.com/reaction/529119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 69812441HCID 69812441—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68735430HCID 6873543088%

Reaction Steps

4N HCl in dioxane (0.1 mL) was added to a solution of tert-butyl 4-((tert-butoxycarbonyl(isopropyl)amino)methyl)-1-((5R,7S)-7-fluoro-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-1′-carboxylate (12 mg, 0.020 mmol) in DCM (0.3 mL). The reaction mixture was stirred at room temperature overnight. The solvents were evaporated. The crude residue was taken up in MeOH and basified with 7N ammonia in MeOH. After evaporation of the solvent, the residue was purified by column chromatography (4% 7 N ammonia in MeOH/DCM) to yield the free base, which was taken up in DCM and acidified with 2N HCl in Et2O. Removal of the solvents afforded N-((1-((5R,7S)-7-fluoro-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)propan-2-amine trihydrochloride (9 mg, 88%) as a solid. LCMS (APCI+) m/z 410 [M+H]+; Rt=1.55 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346805B2
Source datasetuspto-grants-2016_05
ORD IDord-1dc13cf13b244e28ab109a1ea4597d48
Source noteuspto-grants-2016_05